Cyclic Hypervalent Iodine Reagents: Enabling Tools for Bond Disconnection via Reactivity Umpolung

2020-01-09 10:20:40

Durga Prasad Hari, Paola Caramenti, and Jerome Waser
Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fed́eŕale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne, Switzerland

1.INTRODUCTION AND CONTEXT
Organic compounds have a deep impact on our everyday life as drugs, agrochemicals, or materials. Over the last century, organic synthesis has matured as a craft and a science. Guidelines have been conceptualized to harness the fundamental properties of atoms, such as their electronegativity, to select adequate disconnections for bond formation.1 For example, functional groups containing electronegative atoms, such as nitrogen, halogens, oxygens, or sp2 and sp3 hybridized carbons, are best introduced as nucleophiles onto the carbon skeleton of organic compounds (Figure 1a). This approach is highly successful, but does not allow chemists to make all disconnections, as nucleophilic positions cannot be functionalized. To extend the versatility of organic synthesis, Seebach has introduced the concept of Umpolung (reversal of reactivity):2 If the innate reactivity of synthons can be inverted, new disconnections become possible, leading to greater diversity and synthetic eﬃciency.

In this context, hypervalent iodine reagents have taken a privileged position based on the work of pioneers such as Beringer, Koser, Valvoglis, Moriarty, Zhdankin, Kita, Ochiai, and many others (Figure 1b).3 Both iodanes and iodonium salts allow the Umpolung of many nucleophiles into electrophilic synthons. Even if the concept of hypervalency is still a subject of controversy,4 it has been successfully used to rationalize the exceptional properties of hypervalent iodine reagents. However, their high reactivity can also lead to instability in the presence of strong bases, transition metals or when heating. In this context, benziodoxol(on)es (BX, Figure 1c), a class of cyclic hypervalent iodine reagents, have shown increased stability due to the inclusion of the iodine atom into a heterocycle.5,6 In particular, the groups of Ochiai and Zhdankin successively reported stable ethynyl (EBX),7,8 azido (ABX),9 and cyano (CBX)10 benziodoxol(on)es. A further advantage of BX reagents is the modulation of their reactivity through the trans-eﬀect in the hypervalent bond.11 Derivatives bearing carboxy, isopropyl, and hexaﬂuoroisopropyl substituents have been most broadly used. For many years, structural studies on benziodoxolones have dominated the ﬁeld, with few attempts in developing new synthetic applications. The situation changed in 2006, when Togni and co-workers reported the use of benziodoxol(on)es for triﬂuoromethylation.12 The so-called Togni reagents are now broadly used for the introduction of pharmaceutically relevant triﬂuoromethyl groups on organic compounds.13 Since 2008, our group has explored the potential of other BX reagents for group transfer reactions. We demonstrated that this class of reagents constitutes a unique toolbox for synthetic chemistry, which are superior to simple iodonium salts in many direct, transition metal- and photoredox- catalyzed transformations. After having focused on electrophilic alkynylation,14 we moved to azidation and cyanation. In 2017, we introduced a new class of benziodoxolone reagents for the Umpolung of electron-rich heterocycles, in particular indoles and pyrroles. Many other groups have since then used BX compounds in group-transfer reactions.15,16 Herein, we will present an overview of our 10 year journey in the fascinating reactivity of these reagents.

2.ELECTROPHILIC ALKYNYLATION
2.1.Alkynylation of Acidic C−H Bonds
We ﬁrst encountered EBX reagents in 2010, when using alkynyliodonium salts for the alkynylation of enolates using reported methods.17,18 We were facing serious issues of reproducibility and were not able to induce enantioselectivity under phase-transfer conditions. Building on the higher stability of EBX reagents,7,8 we successfully used TMS-EBX (1a) and TBAF with stabilized enolates to give terminal alkynes 2a−f in excellent yields (Scheme 1).19 Asymmetric induction was now possible using Maruoka’s phase transfer catalyst (4) (Scheme 2).

Two mechanisms can be envisaged (Scheme 3): Addition− elimination on the iodine atom (a) or conjugate addition to the alkyne, followed by reductive elimination and 1,2 shift (b). The use of 13C-labeled reagent 1b led to product 9,19 which is in agreement with the 1,2 shift pathway.17,18
In 2014, as the phase-transfer approach was limited in both scope and enantioselectivity, we reported an alternative strategy to access quaternary stereocenters: Racemic alkynylation, followed by an enantioselective Tsuji−Trost allylation (Scheme 4).

2.2.Alkynylation of Heteroatoms
In 2013, we wondered if EBX reagents could also contribute to a more eﬃcient synthesis of thioalkynes. These compounds are usually synthesized by addition of acetylides to oxidized thiol precursors.22 Whereas only disulﬁdes were obtained when the alkynylation was attempted with alkynyliodonium salts, a quantitative yield was realized using TIPS-EBX (1c) (Scheme 5).23,24 The reaction proceeded in 5 min at room temperature in an open ﬂask with a wide range of EBX reagents and thiol or selenol substrates (products 10a−m).
A mechanism for the thiol-alkynylation reaction was proposed based on computational studies (Scheme 6).24 First, thiolate I could attack on the iodine atom of EBX to give II, which then undergoes reductive elimination to give the product. However, intermediate II was not observed in the computational studies.

As an alternative, conjugate addition of thiolate I to give vinyl benziodoxolone III, which undergoes α-addition followed by 1,2 shift, leads to the product. This pathway was observed with a transition state energy of 23 kcal/mol. Nevertheless, a concerted pathway via asynchronous transition state IV with signiﬁcant Hirshfeld charge separation was identiﬁed with a lower energy of
10.8 kcal/mol. In 2015, we further identiﬁed a four-atom transition state V leading to β-addition, which is favorable for alkyl groups on EBX, whereas α-addition is favored for electron withdrawing groups.25
The very fast and selective reaction of EBX reagents with thiols under mild conditions motivated us to investigate applications in chemical biology. In 2015, Adibekian and our group reported a method for proteomic proﬁling of enzymes with hyperactive cysteines in living cells by using the azide- substituted EBX JW-RF-010 (1e) (Scheme 7).26 The utility of the method was further demonstrated by identifying one target of curcumin in HeLa cells.

As a last eﬀort in the area of heteroatom functionalization, we further demonstrated the use of EBX reagents for the alkynylation of other sulfur and phosphorus nucleophiles. Sulfones 11a−e were obtained from Grignard reagents or aryl iodides using DABSO (diazabicycloctane bis(sulfur dioxide)) as sulfur source (Scheme 8)27 and alkynyl phosphorus derivatives 12a−e were synthesized from H-phosphi(na)tes and secondary phosphine oxides (Scheme 9).28
2.3.C−H Alkynylation of Hetero(arenes)
Our research on EBX reagents with simple nucleophiles had been highly successful, and we wondered if they could be also applied in the more complex settings of transition metal catalysis. Since 2007, using alkynyliodonium salts, C−H functionalization had been a major project in our group, but without success, as the sensitive reagents constantly decom- posed in the presence of the metal catalyst. In 2009, we had our ﬁrst success with the direct alkynylation of indoles using TIPS- EBX (1c) and AuCl as catalyst (Scheme 10a). C3 alkynylated indoles 13a−c were obtained in good yields. The formation of C2-alkynylated indoles was observed when the C3 position was blocked (Scheme 10b, products 13d,e).30,31 The direct C−H alkynylation reaction was further extended to pyrroles (Scheme 10c, products 14a−c),32 thiophenes (Scheme 10d, products 15a−c),33 furans (Scheme 10e, products 16a−c),34 benzofurans (Scheme 10f, products 17a−c),35 and anilines and trimethoxy arenes (Scheme 11, products 18a−d).

Initially, we hypothesized two mechanisms involving either an oxidative mechanism or a π-activation for the C−H alkynylation (Scheme 12).32 Oxidative addition of EBX on Au(I) would give Au(III) intermediate I. Electrophilic auration leads then to II and reductive elimination gives 13f. The π-activation involves coordination of Au(I) to the triple bond to give III, followed by nucleophilic attack leading to IV. Finally, α-elimination followed by 1,2-shift gives 13f. No silicon-shift was observed when C13 labeled reagent 1b was used. This result supports the oxidative mechanism. However, Ariafard found by computations that both the oxidative and π-activation mechanisms were too high in energy and proposed a iodine to gold shift on the alkyne to give intermediate V.37 Indole addition to V, followed by β- elimination and rearomatization would lead to 13f. Common to the three mechanisms is an electrophilic aromatic substitution step, which explains the high regioselectivity observed. In 2013, we also reported a palladium-catalyzed selective C2 alkynyla- tion.38 Other research groups later demonstrated that EBX reagents can be used for C−H alkynylation using a broad range of transition metal catalysts.

2.4.Alkynylation Involving Domino Reactions
In our work on heterocycles, we had demonstrated that EBX reagents could be used for a single sp2−sp bond formation. We then investigated their use in domino reactions leading to the alkynylation of sp3 centers. We reported the ﬁrst example of such a transformation with the palladium-catalyzed intramolecular oxy- and amino-alkynylation of oleﬁns using phenols, carboxylic acids, and imides as nucleophiles (Scheme 13, products 21, 22).

Initially, we proposed a mechanism involving a Pd(IV) intermediate II (Scheme 14).39 Oxy/aminopalladation of the oleﬁn gives intermediate I, which undergoes oxidative addition with TIPS-EBX (1c) to give II, followed by reductive elimination. Ariafard proposed a diﬀerent mechanism involving formation of palladium allenylidene intermediate III (in equilibrium with the iodine bound alkynyl palladium complex IV) based on computational studies.41 1,2-Shift followed by β- elimination of 2-iodobenzoic acid leads to the product.
We then wondered then if domino processes could be also used for the synthesis of alkynylated heterocycles not accessible via C−H functionalization. As a proof of concept, we realized a one-pot synthesis of C3-alkynylated indoles 23a−c upon reaction of anilines with TIPS-EBX (1c) using a gold catalyst (Scheme 15).

Nevertheless, such compounds can also be accessed via C−H functionalization. Therefore, we studied, in 2013, the domino- cyclization-alkynylation of keto allenes into alkynyl furans using Au(III) picolinate as catalyst (Scheme 16).34 C3 alkynylated furans 24a−c were obtained in 68−97% yield, whereas C2 alkynylated furans are formed via C−H functionalization. In 2017, the reaction mechanism was studied by computational chemistry in collaboration with the Ariafard group (Scheme 17).43 Allene 25 ﬁrst reacts with 1g and Au(III) to give iodonium I and Au(I) complex II. The latter then reacts with allene 25 to give III. Cyclization to IV followed by deprotonation with Na2CO3 gives V. Oxidative addition on V leading to VII and VIII is accelerated by the interaction of Au with the nitrogen atom (transition state VI). Au(III) complex VIII undergoes reductive elimination followed by ligand exchange with allene 25 to give product 24d and close the catalytic cycle. These interesting results showed that the Au(III) complex was only a precursor of the active Au(I) catalyst.

In 2015, we demonstrated that this strategy could also be used for the synthesis of indoles and carbazoles 26−29 alkynylated on the benzene ring (Scheme 18).44 This platinum-catalyzed process started from from 2- or 3-substituted homopropargylic pyrroles. The reaction probably proceeds via activation of the triple bond by platinum to give I (Scheme 19). Intramolecular attack of the most nucleophilic pyrrole C2 position gives then II. 1,2-Shift of the vinyl-platinum substituent via platinum carbene III then leads to IV. Finally, elimination of methanol and rearomatization gives platinum aryl complex V, which then reacts with 1f to deliver the product. In 2017, this mechanism was conﬁrmed by Bi and co-workers based on computation.
Highly conjugated hetereocycles are especially interesting as organic materials. In 2017, we used our strategy for the synthesis of C3-alkynylated benzofurans 30a−d and benzothiophenes 31a,b (Scheme 20).46 The obtained alkynylated heterocycles were eﬃciently transformed into heterotetracene building blocks for organic materials.

Alkynylation using EBXs usually releases 2-iodobenzoic acid. In 2016, we developed a copper-catalyzed oxyalkynylation of diazo compounds, in which the acid is incorporated in products 32a−f (Scheme 21a).47 When vinyl diazo compounds were used, enynes 33a−c were obtained as single geometric isomers (Scheme 21b). This example also demonstrates that the use of EBX reagent is not limited to precious metal catalysts, such as gold, platinum, or palladium.

In 2017, we reported the enantioselective oxyalkynylation of diazo compounds using a copper catalyst and bisoxazoline (BOX) ligand 34 (Scheme 22, products 35a−i).48 Due to the high acidity of the propargylic hydrogen, these compounds cannot be accessed in enantiopure form via the addition of organometallic reagents onto the corresponding carbonyl compounds.

2.5.Alkynylation of Carbon Radicals
EBX reagents are highly useful for the functionalization of carbon and heteroatom nucleophiles, as well as organometallic intermediates. The functionalization of radicals, which can be generated under neutral conditions, constitutes a further interesting area of applications. Li and co-workers were the ﬁrst to report a decarboxylative alkynylation of carboxylic acids using EBX reagents and strong oxidants.49 In 2015, we developed milder conditions for the synthesis of alkynes 36a− f based on photoredox catalysis to avoid strong oxidants (Scheme 23).50 Xiao and co-workers reported a similar transformation simultaneously.

A mechanism for the decarboxylative alkynylation was proposed based on both experimental and computational studies (Scheme 24).52 Single-electron oxidation of the carboxylate by the excited state of the Ir(III)-catalyst generates radical I after extrusion of CO2. Addition to EBX then delivers the desired product and iodo radical II, which can then be
reduced by Ir(II) to close the catalytic cycle. Concerning the radical addition step, two mechanisms very close in energy were proposed based on DFT calculations: a concerted α-addition via III or a β-addition via IV.

In 2018, we reported the alkynylation of nitrile-substituted alkyl radicals generated via oxidative ring fragmentation of cyclic oxime ethers (Scheme 25).53 The use of organic dye 38c with an increased reduction potential in the excited state compared to 4CzIPN (38a) led to the eﬃcient fragmentation of both 4- and 5-membered cyclic oxime ethers to give the corresponding alkynylnitriles (39a−f). The reaction probably starts with the oxidation of the carboxylate by the excited photocatalyst. Fast decarboxylation followed by acetone extrusion leads to an imine radical. Fragmentation to an alkyl radical followed by alkynylation then gives the product.

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Ixazomib Catalog No.:AA0037VR CAS No.:1072833-77-2 MDL No.:MFCD18251438 MF:C14H19BCl2N2O4 MW:361.0287	4-(Methylsulfonyl)-2-(trifluoromethyl)phenylboronic acid Catalog No.:AA0037XX CAS No.:1072946-16-7 MDL No.:MFCD10699623 MF:C8H8BF3O4S MW:268.0179
4-(1,3-Dioxolan-2-yl)-2,6-difluorophenylboronic acid Catalog No.:AA00386D CAS No.:1072946-41-8 MDL No.:MFCD11053806 MF:C9H9BF2O4 MW:229.9732	4-Boronophthalic acid Catalog No.:AA00386E CAS No.:1072946-35-0 MDL No.:MFCD11053803 MF:C8H7BO6 MW:209.9486
(1-(p-Tolyl)-1H-pyrazol-4-yl)boronic acid Catalog No.:AA00386F CAS No.:1072945-92-6 MDL No.:MFCD09972102 MF:C10H11BN2O2 MW:202.0175	5-(BOC-Aminomethyl)thiophene-2-boronic acid Catalog No.:AA00389P CAS No.:1072951-39-3 MDL No.:MFCD11504845 MF:C10H16BNO4S MW:257.1143
4-Oxazolemethanamine hydrochloride Catalog No.:AA0038W5 CAS No.:1072806-60-0 MDL No.:MFCD08437648 MF:C4H7ClN2O MW:134.5642	2-(Bromomethyl)-3,4,5-trichlorophenylboronic acid Catalog No.:AA003BHA CAS No.:1072946-53-2 MDL No.:MFCD11053838 MF:C7H5BBrCl3O2 MW:318.1874
2-(Methylthio)pyridine-3-boronic acid Catalog No.:AA003BHF CAS No.:1072944-21-8 MDL No.:MFCD09037488 MF:C6H8BNO2S MW:169.0092	2-(Methoxycarbonyl)-4-(trifluoromethyl)phenylboronic acid Catalog No.:AA003BHE CAS No.:1072951-42-8 MDL No.:MFCD11504848 MF:C9H8BF3O4 MW:247.9636
2,4,6-Trifluoro-3-hydroxyphenylboronic acid Catalog No.:AA003BHY CAS No.:1072951-37-1 MDL No.:MFCD11053885 MF:C6H4BF3O3 MW:191.9004	(2,6-Dichlorobenzyl)boronic acid Catalog No.:AA003BIC CAS No.:1072946-39-4 MDL No.:MFCD11053805 MF:C7H7BCl2O2 MW:204.8463
2-Acetamido-5-chlorophenylboronic acid Catalog No.:AA003BIM CAS No.:1072945-85-7 MDL No.:MFCD11504839 MF:C8H9BClNO3 MW:213.4260	2-Chloro-4-methoxypyridine-3-boronic acid Catalog No.:AA003BJY CAS No.:1072946-19-0 MDL No.:MFCD09972119 MF:C6H7BClNO3 MW:187.3887
(2-Chloro-5-methoxypyridin-4-yl)boronic acid Catalog No.:AA003BK0 CAS No.:1072945-98-2 MDL No.:MFCD09972106 MF:C6H7BClNO3 MW:187.3887	2-Fluoro-5-(morpholine-4-carbonyl)phenylboronic acid Catalog No.:AA003BKC CAS No.:1072951-41-7 MDL No.:MFCD11504847 MF:C11H13BFNO4 MW:253.0346
Boronic acid, B-[3-[[(3-chloro-4-fluorophenyl)amino]carbonyl]phenyl]- Catalog No.:AA003BN6 CAS No.:1072946-04-3 MDL No.:MFCD09972110 MF:C13H10BClFNO3 MW:293.4858	3-(3'-Fluorobenzyloxy)phenylboronic acid Catalog No.:AA003BN7 CAS No.:1072951-62-2 MDL No.:MFCD08276822 MF:C13H12BFO3 MW:246.0420
3-(4-Carboethoxybutyl)phenylboronic acid Catalog No.:AA003BNB CAS No.:1072946-57-6 MDL No.:MFCD11053845 MF:C13H19BO4 MW:250.0986	3-(1,3-Dioxolan-2-yl)-5-(trifluoromethyl)phenylboronic acid Catalog No.:AA003BNA CAS No.:1072946-51-0 MDL No.:MFCD00008782 MF:C10H10BF3O4 MW:261.9902
3,5-Dibromo-2-fluorophenylboronic acid Catalog No.:AA003BNQ CAS No.:1072951-82-6 MDL No.:MFCD08276977 MF:C6H4BBr2FO2 MW:297.7122	3-Bromo-5-butoxyphenylboronic acid Catalog No.:AA003BOJ CAS No.:1072951-84-8 MDL No.:MFCD08457637 MF:C10H14BBrO3 MW:272.9314
4-(4'-Isopentyloxyphenyl)phenylboronic acid Catalog No.:AA003BRA CAS No.:1072951-81-5 MDL No.:MFCD08276971 MF:C17H21BO3 MW:284.1578	4-(2'-FLUOROBENZYLOXY)PHENYLBORONIC ACID Catalog No.:AA003BR2 CAS No.:1072951-78-0 MDL No.:MFCD08705274 MF:C13H12BFO3 MW:246.0420
Ethyl (4-boronobenzoylamino)acetate Catalog No.:AA003BR1 CAS No.:1072946-08-7 MDL No.:MFCD09972113 MF:C11H14BNO5 MW:251.0436	4-Pentylcyclohex-1-enylboronic acid Catalog No.:AA003BTU CAS No.:1072946-31-6 MDL No.:MFCD10699637 MF:C11H21BO2 MW:196.0942
5-((BOC-Amino)methyl)furan-2-boronic acid Catalog No.:AA003BUP CAS No.:1072946-49-6 MDL No.:MFCD11053783 MF:C10H16BNO5 MW:241.0487	5-Trifluoromethylquinoline-8-boronic acid Catalog No.:AA003BUR CAS No.:1072951-55-3 MDL No.:MFCD11504856 MF:C10H7BF3NO2 MW:240.9743
(5-Fluoroquinolin-8-yl)boronic acid Catalog No.:AA003BVA CAS No.:1072951-45-1 MDL No.:MFCD11504850 MF:C9H7BFNO2 MW:190.9668	6-(4-Fluorophenyl)pyridine-3-boronic acid Catalog No.:AA003BVR CAS No.:1072944-20-7 MDL No.:MFCD09037487 MF:C11H9BFNO2 MW:217.0041
6-Bromo-2-methylpyridine-3-boronic acid Catalog No.:AA003BVZ CAS No.:1072944-22-9 MDL No.:MFCD09037490 MF:C6H7BBrNO2 MW:215.8403	6-Bromo-2,4-dimethylpyridine-3-boronic acid Catalog No.:AA003BVV CAS No.:1072944-23-0 MDL No.:MFCD09037491 MF:C7H9BBrNO2 MW:229.8669
(6-Chloro-5-fluoropyridin-3-yl)boronic acid Catalog No.:AA003BW3 CAS No.:1072946-66-7 MDL No.:MFCD04112500 MF:C5H4BClFNO2 MW:175.3532	7-Fluoro-2-methylquinoline-8-boronic acid Catalog No.:AA003BW8 CAS No.:1072945-61-9 MDL No.:MFCD11504838 MF:C10H9BFNO2 MW:204.9934
6-Fluoroquinoline-8-boronic acid Catalog No.:AA003BW6 CAS No.:1072951-44-0 MDL No.:MFCD11504849 MF:C9H7BFNO2 MW:190.9668	(E)-3-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylic acid Catalog No.:AA003BXW CAS No.:1072944-97-8 MDL No.:MFCD11053843 MF:C15H19BO4 MW:274.1200
(E)-3-(4-Hydroxy-8-methoxy-2-methylquinolin-3-yl)-N-(2-methoxyphenyl)but-2-enamide Catalog No.:AA003BXP CAS No.:1072944-93-4 MDL No.:MFCD11504952 MF:C22H22N2O4 MW:378.4211	1-(2-Bromo-4-nitrophenyl)-4-hydroxypiperidine Catalog No.:AA003CQM CAS No.:1072944-61-6 MDL No.:MFCD11039803 MF:C11H13BrN2O3 MW:301.1365
1-(2-Chlorophenyl)pyrazole-4-boronic acid Catalog No.:AA003CRB CAS No.:1072945-91-5 MDL No.:MFCD09972101 MF:C9H8BClN2O2 MW:222.4360	1-(2-Tetrahydropyranyl)-1H-pyrazole-4-boronic acid neopentyl glycol ester Catalog No.:AA003CSW CAS No.:1072944-26-3 MDL No.:MFCD09037503 MF:C13H21BN2O3 MW:264.1284
1-(6-Chloropyrimidin-4-yl)pyrazole-4-boronic acid Catalog No.:AA003CZ2 CAS No.:1072945-81-3 MDL No.:MFCD09972097 MF:C7H6BClN4O2 MW:224.4121	2,6-Difluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Catalog No.:AA003G1B CAS No.:1072945-00-6 MDL No.:MFCD09037475 MF:C11H14BF2NO2 MW:241.0422
2-[(2',6'-Diisopropylphenoxy)methyl]phenylboronic acid Catalog No.:AA003G4V CAS No.:1072951-64-4 MDL No.:MFCD08705265 MF:C19H25BO3 MW:312.2110	2-[(4'-Chloro-1-naphthyloxy)methyl]phenylboronic acid Catalog No.:AA003G55 CAS No.:1072951-65-5 MDL No.:MFCD08705266 MF:C17H14BClO3 MW:312.5553
2-[(4'-tert-Butyl-2'-methylphenoxy)methyl]phenylboronic acid Catalog No.:AA003G5A CAS No.:1072951-76-8 MDL No.:MFCD08276830 MF:C18H23BO3 MW:298.1844	2-Ethoxypyridine-4-boronic acid Catalog No.:AA003H3V CAS No.:1072946-58-7 MDL No.:MFCD07374989 MF:C7H10BNO3 MW:166.9702
3-(2-Bromophenyl)-5-ethyl-1,2,4-oxadiazole Catalog No.:AA003HXL CAS No.:1072944-70-7 MDL No.:MFCD11504917 MF:C10H9BrN2O MW:253.0953	3-(4-Carboxybutoxy)-2,4,6-trifluorophenylboronic acid Catalog No.:AA003I10 CAS No.:1072946-61-2 MDL No.:MFCD11504843 MF:C11H12BF3O5 MW:292.0162
(3-(p-Tolylcarbamoyl);phenyl);boronic acid Catalog No.:AA003I78 CAS No.:1072946-03-2 MDL No.:MFCD10699620 MF:C14H14BNO3 MW:255.0769	3,4,5-Trichloro-2-methylphenylboronic acid Catalog No.:AA003IBK CAS No.:1072946-34-9 MDL No.:MFCD11053802 MF:C7H6BCl3O2 MW:239.2913
3,4-Difluoro-2-methoxyaniline sulfate Catalog No.:AA003IDY CAS No.:1072945-56-2 MDL No.:MFCD11053865 MF:C7H9F2NO5S MW:257.2119	3,5-Diiodo-2-methoxyphenylboronic acid Catalog No.:AA003IKQ CAS No.:1072951-59-7 MDL No.:MFCD08457647 MF:C7H7BI2O3 MW:403.7486
3,6-Dibromo-7-methylimidazo[1,2-a]pyridine Catalog No.:AA003INE CAS No.:1072944-65-0 MDL No.:MFCD11855860 MF:C8H7Br2ClN2 MW:326.4156	3,8-Dibromo-6-chloroimidazo[1,2-a]pyridine Catalog No.:AA003IOA CAS No.:1072944-57-0 MDL No.:MFCD11504899 MF:C7H3Br2ClN2 MW:310.3731
3-[(2'-Isopropyl-5'-methylphenoxy)methyl]phenylboronic acid Catalog No.:AA003IOK CAS No.:1072951-74-6 MDL No.:MFCD22200781 MF:C17H21BO3 MW:284.1578	3-Boronoisonicotinic acid Catalog No.:AA003IWD CAS No.:1072946-05-4 MDL No.:MFCD10696649 MF:C6H6BNO4 MW:166.9271
3-Bromo-2-isopropoxy-5-formylphenylboronic acid Catalog No.:AA003IXT CAS No.:1072951-86-0 MDL No.:MFCD09750471 MF:C10H12BBrO4 MW:286.9149	3-Bromo-5-trifluoromethylthioanisole Catalog No.:AA003J0M CAS No.:1072944-92-3 MDL No.:MFCD11504946 MF:C8H6BrF3S MW:271.0974
3-Bromo-6-fluoro-2-(trifluoromethyl)quinolin-4-ol Catalog No.:AA003J0T CAS No.:1072944-66-1 MDL No.:MFCD11504911 MF:C10H4BrF4NO MW:310.0425	3-Ethoxy-2-fluoro-6-nitroanisole Catalog No.:AA003JAQ CAS No.:1072945-58-4 MDL No.:MFCD11504833 MF:C9H10FNO4 MW:215.1784
4-(1-BOC-piperidin-4-yloxy)-2-methoxyphenylboronic acid Catalog No.:AA003JV5 CAS No.:1072946-29-2 MDL No.:MFCD10699635 MF:C17H26BNO6 MW:351.2024	4-(1-BOC-piperidin-4-yloxy)-3-methoxyphenylboronic acid Catalog No.:AA003JV6 CAS No.:1072946-30-5 MDL No.:MFCD10699636 MF:C17H26BNO6 MW:351.2024
4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran Catalog No.:AA003JWA CAS No.:1072944-62-7 MDL No.:MFCD11504903 MF:C11H12BrNO4 MW:302.1213	4-(2-Morpholinoethoxy)phenylboronic acid, HCl Catalog No.:AA003JXH CAS No.:1072945-74-4 MDL No.:MFCD10699615 MF:C12H19BClNO4 MW:287.5476
4-(Butylsulfonamido)phenylboronic acid Catalog No.:AA003K3Y CAS No.:1072945-66-4 MDL No.:MFCD10699612 MF:C10H16BNO4S MW:257.1143	4-Boronopicolinic acid Catalog No.:AA003KRM CAS No.:1072946-59-8 MDL No.:MFCD11504842 MF:C6H6BNO4 MW:166.9271
4-Bromo-1-(4-bromo-3-trifluoromethylphenylsulfonyl)pyrazole Catalog No.:AA003KRO CAS No.:1072944-72-9 MDL No.:MFCD11053886 MF:C10H5Br2F3N2O2S MW:434.0271	N-(furan-2-ylmethyl) 4-bromo-3-methylbenzamide Catalog No.:AA003KXO CAS No.:1072944-32-1 MDL No.:MFCD11504866 MF:C13H12BrNO2 MW:294.1439
N-(Furan-2-ylmethyl) 4-bromo-3-methoxybenzamide Catalog No.:AA003KXN CAS No.:1072944-36-5 MDL No.:MFCD11504871 MF:C13H12BrNO3 MW:310.1433	(4-Cyanopyridin-2-yl)boronic acid Catalog No.:AA003L6T CAS No.:1072946-01-0 MDL No.:MFCD08703250 MF:C6H5BN2O2 MW:147.9271
2-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Catalog No.:AA003LFI CAS No.:1072945-08-4 MDL No.:MFCD08458188 MF:C12H16BNO5 MW:265.0701	5-(3-Boronophenyl)pentanoic acid Catalog No.:AA003M1N CAS No.:1072946-56-5 MDL No.:MFCD11053844 MF:C11H15BO4 MW:222.0454
1-(4-Carboxybutyl)indole-5-boronic acid Catalog No.:AA003M3N CAS No.:1072946-60-1 MDL No.:MFCD11053846 MF:C13H16BNO4 MW:261.0814	5-Amino-4-cyano-1-(2,4-dimethylphenyl)-3-methylpyrazole Catalog No.:AA003M9B CAS No.:1072944-82-1 MDL No.:MFCD10699684 MF:C13H14N4 MW:226.2771
5-Amino-4-cyano-1-(2-fluorophenyl)-3-methylpyrazole Catalog No.:AA003M9G CAS No.:1072944-83-2 MDL No.:MFCD10699687 MF:C11H9FN4 MW:216.2144	5-Amino-4-cyano-1-(2,6-dichlorophenyl)-3-methylpyrazole Catalog No.:AA003M9E CAS No.:1072944-85-4 MDL No.:MFCD11053837 MF:C11H8Cl2N4 MW:267.1140
5-Amino-4-cyano-3-methyl-1-(2,3,5,6-tetrafluorophenyl)pyrazole Catalog No.:AA003MAZ CAS No.:1072944-90-1 MDL No.:MFCD11504942 MF:C11H6F4N4 MW:270.1858	5-Chloro-2-methyl-4-(trifluoromethyl)phenylboronic acid Catalog No.:AA003MKK CAS No.:1072946-33-8 MDL No.:MFCD11053801 MF:C8H7BClF3O2 MW:238.3992
6-Bromo-2-fluoro-3-propoxyphenylboronic acid Catalog No.:AA003N14 CAS No.:1072951-85-9 MDL No.:MFCD09038422 MF:C9H11BBrFO3 MW:276.8952	6-Bromo-4-methylpyridine-3-boronic acid Catalog No.:AA003N1O CAS No.:1072945-75-5 MDL No.:MFCD09037489 MF:C6H7BBrNO2 MW:215.8403
7-Chloro-8-methyl-4-(piperidin-1-yl)quinoline Catalog No.:AA003NBU CAS No.:1072944-74-1 MDL No.:MFCD11504919 MF:C15H17ClN2 MW:260.7619	8-Bromo-6-chloro-3-nitroimidazo[1,2-a]pyridine Catalog No.:AA003NF2 CAS No.:1072944-56-9 MDL No.:MFCD11504898 MF:C7H3BrClN3O2 MW:276.4746
8-Bromo-6-methyl-3-nitroimidazo[1,2-a]pyridine Catalog No.:AA003NF5 CAS No.:1072944-59-2 MDL No.:MFCD11504901 MF:C8H6BrN3O2 MW:256.0561	Methyl 4-(4-chlorophenyl)isoxazole-5-carboxylate Catalog No.:AA003RQV CAS No.:1072944-87-6 MDL No.:MFCD11504938 MF:C11H8ClNO3 MW:237.6391
Methyl 4-(3-chlorophenyl)-2-methylthiazole-5-carboxylate Catalog No.:AA003RQR CAS No.:1072944-80-9 MDL No.:MFCD11504928 MF:C12H10ClNO2S MW:267.7313	Methyl 4-cyclopropyl-2-(piperidin-1-yl)pyrimidine-5-carboxylate Catalog No.:AA003RSC CAS No.:1072944-55-8 MDL No.:MFCD11504897 MF:C14H19N3O2 MW:261.3196
Methyl 8-bromo-4-hydroxy-5-trifluoromethylquinoline-2-carboxylate Catalog No.:AA003RW5 CAS No.:1072944-77-4 MDL No.:MFCD11504926 MF:C12H7BrF3NO3 MW:350.0881	Monolithium 4-methoxypyridine-3-boronate Catalog No.:AA003S2V CAS No.:1072946-24-7 MDL No.:MFCD10699631 MF:C6H7BLiNO3 MW:158.8767
N-Cyclohexyl 4-bromo-3-methoxybenzamide Catalog No.:AA003SU3 CAS No.:1072944-40-1 MDL No.:MFCD11504875 MF:C14H18BrNO2 MW:312.2022	N-Isopropyl 4-bromo-3-methoxybenzamide Catalog No.:AA003T1R CAS No.:1072944-42-3 MDL No.:MFCD11504877 MF:C11H14BrNO2 MW:272.1384
tert-Butyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate Catalog No.:AA003UGC CAS No.:1072944-96-7 MDL No.:MFCD09838985 MF:C19H26BNO4 MW:343.2250	tert-Butyl N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]carbamate Catalog No.:AA003UIC CAS No.:1072944-99-0 MDL No.:MFCD08063072 MF:C16H25BN2O4 MW:320.1917
Methyl 4-tert-butyl-2-methylthiazole-5-carboxylate Catalog No.:AA007AP4 CAS No.:1072944-46-7 MDL No.:MFCD11504890 MF:C10H15NO2S MW:213.2966	4-Methoxyindole-2-boronic acid pinacol ester Catalog No.:AA007AQU CAS No.:1072811-21-2 MDL No.:MFCD11858387 MF:C15H20BNO3 MW:273.1352
8-Trifluoromethoxyquinoline-5-boronic acid Catalog No.:AA007EP9 CAS No.:1072951-46-2 MDL No.:MFCD11504851 MF:C10H7BF3NO3 MW:256.9737	5-(Aminomethyl)-2-fluorophenylboronic acid, HCl Catalog No.:AA007EPC CAS No.:1072946-46-3 MDL No.:MFCD11053811 MF:C7H10BClFNO2 MW:205.4222
(3-Bromo-5-(trifluoromethoxy)phenyl)boronic acid Catalog No.:AA007EP8 CAS No.:1072951-48-4 MDL No.:MFCD11504853 MF:C7H5BBrF3O3 MW:284.8230	(2-Bromo-5-fluoropyridin-4-yl)boronic acid Catalog No.:AA007EPA CAS No.:1072951-43-9 MDL No.:MFCD04973353 MF:C5H4BBrFNO2 MW:219.8042
4-[(4-tert-Butyl-2-methylphenoxy)methyl]phenylboronic acid Catalog No.:AA007EP7 CAS No.:1072951-67-7 MDL No.:MFCD09265139 MF:C18H23BO3 MW:298.1844	3-(2-Nitrophenoxy)phenylboronic acid Catalog No.:AA007EPJ CAS No.:1072945-95-9 MDL No.:MFCD09972105 MF:C12H10BNO5 MW:259.0225
3-(4-Nitrophenoxy)phenylboronic acid Catalog No.:AA007EPK CAS No.:1072945-93-7 MDL No.:MFCD09972103 MF:C12H10BNO5 MW:259.0225	(6-(Methoxycarbonyl)pyridin-3-yl)boronic acid Catalog No.:AA007EPL CAS No.:1072945-86-8 MDL No.:MFCD09800559 MF:C7H8BNO4 MW:180.9537
Ethyl (3-boronobenzoylamino)acetate Catalog No.:AA007EPI CAS No.:1072945-97-1 MDL No.:MFCD09878356 MF:C11H14BNO5 MW:251.0436	4-Chloropyridine-3-boronic acid , HCl Catalog No.:AA007EPN CAS No.:1072945-69-7 MDL No.:MFCD09972093 MF:C5H6BCl2NO2 MW:193.8236
3-(Cyclopropanesulfonamido)phenylboronic acid Catalog No.:AA007EPO CAS No.:1072945-67-5 MDL No.:MFCD10699613 MF:C9H12BNO4S MW:241.0719	3-(Cyclohexyl(methyl)carbamoyl)phenylboronic acid Catalog No.:AA007EPM CAS No.:1072945-73-3 MDL No.:MFCD09972095 MF:C14H20BNO3 MW:261.1245
tert-Butyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-1-carboxylate Catalog No.:AA007EPR CAS No.:1072944-98-9 MDL No.:MFCD11504960 MF:C15H24BNO4 MW:293.1664	2,4-Dichloro-5-methoxy-N-methylaniline Catalog No.:AA007EPP CAS No.:1072945-55-1 MDL No.:MFCD11504829 MF:C8H9Cl2NO MW:206.0692
4-Bromo-7-chloro-8-methyl-2-(trifluoromethyl)quinoline Catalog No.:AA007ESJ CAS No.:1072944-67-2 MDL No.:MFCD11504913 MF:C11H6BrClF3N MW:324.5242	Methyl 4-cyclopropyl-2-(methylthio)pyrimidine-5-carboxylate Catalog No.:AA007ESH CAS No.:1072944-76-3 MDL No.:MFCD11504925 MF:C10H12N2O2S MW:224.2795
6-Bromo-7-methylimidazo[1,2-a]pyridine-3-carbaldehyde Catalog No.:AA007ESI CAS No.:1072944-75-2 MDL No.:MFCD11504923 MF:C9H7BrN2O MW:239.0687	N-Cyclopropyl 4-bromo-3-methoxybenzamide Catalog No.:AA007T0I CAS No.:1072944-35-4 MDL No.:MFCD11504870 MF:C11H12BrNO2 MW:270.1225
N-Methyl 4-bromo-3-methoxybenzamide Catalog No.:AA007T0J CAS No.:1072944-34-3 MDL No.:MFCD11504869 MF:C9H10BrNO2 MW:244.0852	2-Fluoro-4-methyl-5-pyridineboronic acid Catalog No.:AA007T4U CAS No.:1072944-18-3 MDL No.:MFCD08741406 MF:C6H7BFNO2 MW:154.9347
(4-Formyl-3-(trifluoromethyl)phenyl)boronic acid Catalog No.:AA007T4T CAS No.:1072944-24-1 MDL No.:MFCD09037498 MF:C8H6BF3O3 MW:217.9376	(2-Hydroxy-3-(trifluoromethyl)phenyl)boronic acid Catalog No.:AA007T4V CAS No.:1072944-17-2 MDL No.:MFCD08689548 MF:C7H6BF3O3 MW:205.9269
4-Methoxycarbonylindole-2-boronic acid pinacol ester Catalog No.:AA007T51 CAS No.:1072811-67-6 MDL No.:MFCD11858381 MF:C16H20BNO4 MW:301.1453	4-[(2-Isopropyl-5-methylphenoxy)methyl]phenylboronic acid Catalog No.:AA007WFI CAS No.:1072951-58-6 MDL No.:MFCD08276834 MF:C17H21BO3 MW:284.1578
3-Fluoro-4-(4-methoxybenzylthio)phenylboronic acid Catalog No.:AA007WLF CAS No.:1072946-13-4 MDL No.:MFCD10699622 MF:C14H14BFO3S MW:292.1336	3-(2-(Piperidin-1-yl)ethylcarbamoyl)phenylboronic acid Catalog No.:AA007WLA CAS No.:1072946-54-3 MDL No.:MFCD11053842 MF:C14H21BN2O3 MW:276.1391
8-Trifluoromethylquinoline-6-boronic acid Catalog No.:AA007WL9 CAS No.:1072951-47-3 MDL No.:MFCD11504852 MF:C10H7BF3NO2 MW:240.9743	4-Fluoro-2,5-dimethylphenylboronic acid Catalog No.:AA007WLG CAS No.:1072946-10-1 MDL No.:MFCD10699621 MF:C8H10BFO2 MW:167.9732
3-(Butylsulfonamido)phenylboronic acid Catalog No.:AA007WLZ CAS No.:1072945-65-3 MDL No.:MFCD10699611 MF:C10H16BNO4S MW:257.1143	3-(2-Nitro-4-trifluoromethylphenoxy)phenylboronic acid Catalog No.:AA007WLV CAS No.:1072945-94-8 MDL No.:MFCD09972104 MF:C13H9BF3NO5 MW:327.0205
(1-Methyl-1H-benzo[d]imidazol-6-yl)boronic acid Catalog No.:AA007WLW CAS No.:1072945-87-9 MDL No.:MFCD09972099 MF:C8H9BN2O2 MW:175.9803	3-Fluoro-4-(5-methyl-1,3,4-oxadiazol-2-yl)phenylboronic acid Catalog No.:AA007WLY CAS No.:1072945-71-1 MDL No.:MFCD09972094 MF:C9H8BFN2O3 MW:221.9808
N-BOC-4-Fluoro-3-trifluoromethylaniline Catalog No.:AA007WM1 CAS No.:1072945-57-3 MDL No.:MFCD11504831 MF:C12H13F4NO2 MW:279.2307	6-Bromo-7-methyl-3-nitroimidazo[1,2-a]pyridine Catalog No.:AA007WM6 CAS No.:1072944-64-9 MDL No.:MFCD11504905 MF:C8H6BrN3O2 MW:256.0561
2-(4-Boronophenoxy)acetic acid Catalog No.:AA007WLX CAS No.:1072945-84-6 MDL No.:MFCD03425920 MF:C8H9BO5 MW:195.9651	4-(Ethylsulfonamido)phenylboronic acid Catalog No.:AA007WM0 CAS No.:1072945-62-0 MDL No.:MFCD10699608 MF:C8H12BNO4S MW:229.0612
5-Amino-4-cyano-3-methyl-1-(perfluorophenyl)pyrazole Catalog No.:AA007WM4 CAS No.:1072944-84-3 MDL No.:MFCD11053834 MF:C11H5F5N4 MW:288.1762	Methyl 5-cyclopropyl-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate Catalog No.:AA0082BJ CAS No.:1072944-47-8 MDL No.:MFCD11504891 MF:C13H13N3O2 MW:243.2612
N-Propyl 4-bromo-3-methoxybenzamide Catalog No.:AA0082BM CAS No.:1072944-38-7 MDL No.:MFCD11504873 MF:C11H14BrNO2 MW:272.1384	3-Bromo-7-methoxyimidazo[1,2-a]pyridine-8-carbonitrile Catalog No.:AA0082BK CAS No.:1072944-45-6 MDL No.:MFCD11504889 MF:C9H6BrN3O MW:252.0674
N,N-Diisopropyl 4-bromo-3-methoxybenzamide Catalog No.:AA0082BN CAS No.:1072944-37-6 MDL No.:MFCD11504872 MF:C14H20BrNO2 MW:314.2181	3-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-indole Catalog No.:AA0082BP CAS No.:1072812-35-1 MDL No.:MFCD16995768 MF:C15H20BNO2 MW:257.1358
(2-Hydroxy-4-(trifluoromethyl)phenyl)boronic acid Catalog No.:AA0084Z9 CAS No.:1072951-50-8 MDL No.:MFCD03094996 MF:C7H6BF3O3 MW:205.9269	2-((3-(Trifluoromethyl)phenoxy)methyl)phenylboronic acid Catalog No.:AA0084Z7 CAS No.:1072951-60-0 MDL No.:MFCD09038421 MF:C14H12BF3O3 MW:296.0495
(6-Chloro-2-methoxypyridin-3-yl)boronic acid Catalog No.:AA0084ZA CAS No.:1072946-50-9 MDL No.:MFCD11053817 MF:C6H7BClNO3 MW:187.3887	(3,4-Bis(methoxycarbonyl)phenyl)boronic acid Catalog No.:AA0084Z8 CAS No.:1072951-51-9 MDL No.:MFCD11504854 MF:C10H11BO6 MW:238.0017
6-(4-Methoxybenzylcarbamoyl)pyridine-3-boronic acid Catalog No.:AA0084ZB CAS No.:1072946-22-5 MDL No.:MFCD10699628 MF:C14H15BN2O4 MW:286.0909	(3-(Propylsulfonamido)phenyl)boronic acid Catalog No.:AA0084ZE CAS No.:1072945-64-2 MDL No.:MFCD10699610 MF:C9H14BNO4S MW:243.0878
3,8-Dibromo-6-methylimidazo[1,2-a]pyridine Catalog No.:AA0084ZH CAS No.:1072944-58-1 MDL No.:MFCD11504900 MF:C8H6Br2N2 MW:289.9546	4-(2-Cyanovinyl)phenylboronic acid Catalog No.:AA0084ZC CAS No.:1072946-14-5 MDL No.:MFCD09972115 MF:C9H8BNO2 MW:172.9763
Methyl 2-(4-bromo-1H-pyrazol-1-yl)acetate Catalog No.:AA0084ZF CAS No.:1072944-71-8 MDL No.:MFCD09878400 MF:C6H7BrN2O2 MW:219.0360	3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-methylbenzoic acid Catalog No.:AA008R2N CAS No.:1072901-59-7 MDL No.:MFCD01861379 MF:C23H19NO4 MW:373.4013
3-Bromo-2-chloropyridine-4-boronic acid Catalog No.:AA008R75 CAS No.:1072944-16-1 MDL No.:MFCD08458470 MF:C5H4BBrClNO2 MW:236.2588	Fmoc-3-amino-2-methylbenzoic acid Catalog No.:AA008RU0 CAS No.:1072901-47-3 MDL No.:MFCD01861304 MF:C23H19NO4 MW:373.4013
4,4,5,5-Tetramethyl-2-(2-(methylthio)phenyl)-1,3,2-dioxaborolane Catalog No.:AA008S48 CAS No.:1072945-09-5 MDL No.:MFCD05155219 MF:C13H19BO2S MW:250.1648	2,3-Dichloropyridine-5-boronic acid Catalog No.:AA008S47 CAS No.:1072944-15-0 MDL No.:MFCD08277308 MF:C5H4BCl2NO2 MW:191.8078
4-Methyl-3-nitrophenylboronic acid pinacol ester Catalog No.:AA008SFZ CAS No.:1072945-06-2 MDL No.:MFCD09027080 MF:C13H18BNO4 MW:263.0973	(4-(Aminomethyl)-3-fluorophenyl)boronic acid hydrochloride Catalog No.:AA008SR6 CAS No.:1072946-45-2 MDL No.:MFCD11053810 MF:C7H10BClFNO2 MW:205.4222
3-(2-(Piperidin-1-yl)ethylcarbamoyl)phenylboronic acid, HCl Catalog No.:AA008SR9 CAS No.:1072945-72-2 MDL No.:MFCD11053816 MF:C14H22BClN2O3 MW:312.6001	2-Chloro-6-methoxypyridine-3-boronic acid Catalog No.:AA008SRM CAS No.:1072946-25-8 MDL No.:MFCD11053826 MF:C6H7BClNO3 MW:187.3887
1-(3-Chlorophenyl)pyrazole-4-boronic acid Catalog No.:AA008SSG CAS No.:1072945-88-0 MDL No.:MFCD09878353 MF:C9H8BClN2O2 MW:222.4360	4,6-Dichloro-1,3-dimethyl-1H-pyrazolo[3,4-d]pyrimidine Catalog No.:AA008TZX CAS No.:1072895-86-3 MDL No.:MFCD11869749 MF:C7H6Cl2N4 MW:217.0553
Benzo[d]oxazol-2-ylmethanamine hydrochloride Catalog No.:AA008U23 CAS No.:1072806-65-5 MDL No.:MFCD09763577 MF:C8H9ClN2O MW:184.6229	(2,6-Dichloropyridin-4-yl)boronic acid Catalog No.:AA008XCV CAS No.:1072951-54-2 MDL No.:MFCD09751352 MF:C5H4BCl2NO2 MW:191.8078
(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid Catalog No.:AA008Z6E CAS No.:1072845-47-6 MDL No.:MFCD12031692 MF:C24H27NO6 MW:425.4743	3-(3-Methylthioureido)phenylboronic acid Catalog No.:AA0090BX CAS No.:1072946-17-8 MDL No.:MFCD09972118 MF:C8H11BN2O2S MW:210.0611
(4-(4-Nitrophenoxy)phenyl)boronic acid Catalog No.:AA0090C5 CAS No.:1072945-82-4 MDL No.:MFCD10699618 MF:C12H10BNO5 MW:259.0225	(3-((3,4-Difluorophenyl)carbamoyl)phenyl)boronic acid Catalog No.:AA0090CA CAS No.:1072946-15-6 MDL No.:MFCD09972116 MF:C13H10BF2NO3 MW:277.0312
2-Chloro-6-fluoro-3-methoxyphenylboronic acid Catalog No.:AA0090CD CAS No.:1072945-77-7 MDL No.:MFCD09972096 MF:C7H7BClFO3 MW:204.3911	4-Hydroxy-1-(2-nitro-5-trifluoromethylphenyl)piperidine Catalog No.:AA0090CI CAS No.:1072944-51-4 MDL No.:MFCD11504892 MF:C12H13F3N2O3 MW:290.2384
(5-Bromo-2-(trifluoromethoxy)phenyl)boronic acid Catalog No.:AA0090CK CAS No.:1072951-56-4 MDL No.:MFCD11504857 MF:C7H5BBrF3O3 MW:284.8230	5-Amino-1-(3-bromophenyl)-4-cyano-3-methylpyrazole Catalog No.:AA0090CL CAS No.:1072944-89-8 MDL No.:MFCD11504941 MF:C11H9BrN4 MW:277.1200
4-(3-Bromophenoxy)piperidine, HCl Catalog No.:AA0090CO CAS No.:1072944-50-3 MDL No.:MFCD09879219 MF:C11H15BrClNO MW:292.5999	3-(3-Isopropylthioureido)phenylboronic acid Catalog No.:AA0090CS CAS No.:1072946-07-6 MDL No.:MFCD09972112 MF:C10H15BN2O2S MW:238.1143
4-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole Catalog No.:AA0090CW CAS No.:1072811-23-4 MDL No.:MFCD11858397 MF:C15H20BNO2 MW:257.1358	Methyl 2-amino-5-(4-bromophenyl)thiazole-4-carboxylate Catalog No.:AA0090D8 CAS No.:1072944-52-5 MDL No.:MFCD09999101 MF:C11H9BrN2O2S MW:313.1704
7-Bromo-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole Catalog No.:AA0090DA CAS No.:1072812-23-7 MDL No.:MFCD11858379 MF:C14H17BBrNO2 MW:322.0053	4-Thiazolemethanamine, 2-methyl-, hydrochloride (1:2) Catalog No.:AA0092J6 CAS No.:1072806-63-3 MDL No.:MFCD11506341 MF:C5H10Cl2N2S MW:201.1173
2-(Aminomethyl)-1h-indole methanesulphonate Catalog No.:AA00982T CAS No.:1072806-66-6 MDL No.:MFCD03756929 MF:C10H14N2O3S MW:242.2948	EthanaMine, 2-(5-broMo-2-nitrophenoxy)-N,N-diMethyl- Catalog No.:AA00995N CAS No.:1072906-04-7 MDL No.:MFCD11520820 MF:C10H13BrN2O3 MW:289.1258
5-oxo-hexahydro-1H-pyrrolizine-3-carboxylic acid Catalog No.:AA009Q1U CAS No.:107294-50-8 MDL No.:MFCD18810391 MF:C8H11NO3 MW:169.1778	(2-Methylthiazol-5-yl)methanamine hydrochloride Catalog No.:AA00HAVO CAS No.:1072806-59-7 MDL No.:MFCD11506341 MF:C5H9ClN2S MW:164.6564
(2-Methyl-3-nitrophenyl)boronic acid Catalog No.:AA00HAW2 CAS No.:1072945-60-8 MDL No.:MFCD06201025 MF:C7H8BNO4 MW:180.9537	2-(7-Methoxybenzofuran-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Catalog No.:AA00HAVU CAS No.:1072811-86-9 MDL No.:MFCD18383011 MF:C15H19BO4 MW:274.1200
1,3-Dimethyl-1H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione Catalog No.:AA00IWWL CAS No.:1072895-79-4 MDL No.:MFCD18157655 MF:C7H8N4O2 MW:180.1640	N-(2,5-Diethoxyphenyl)-4-methyl-benzenesulfonamide Catalog No.:AA019EHW CAS No.:107276-46-0 MDL No.:MFCD10170348 MF:C17H21NO4S MW:335.4179
4-Isopropylquinazolin-2(1H)-one Catalog No.:AA019EKE CAS No.:107289-03-2 MDL No.:MFCD24559421 MF:C11H12N2O MW:188.2258	4H,6H,7H-thieno[3,2-c]thiopyran-4-carboxylic acid Catalog No.:AA019SRC CAS No.:107292-02-4 MDL No.:MFCD20731128 MF:C8H8O2S2 MW:200.2779
6-(2,2-Difluoroethoxy)pyridine-3-carboxylic acid Catalog No.:AA01A364 CAS No.:1072855-41-4 MDL No.:MFCD23701786 MF:C8H7F2NO3 MW:203.1429	5-fluoro-N1-propylbenzene-1,2-diamine Catalog No.:AA01A8RE CAS No.:1072928-93-8 MDL No.:MFCD16744197 MF:C9H13FN2 MW:168.2113
2-chloro-6-nitro-N-propylaniline Catalog No.:AA01AHV7 CAS No.:1072928-95-0 MDL No.:MFCD16672099 MF:C9H11ClN2O2 MW:214.6488	4-Hydroxy-2,2-dimethylbutanenitrile Catalog No.:AA01B2LW CAS No.:107289-41-8 MDL No.:MFCD21185377 MF:C6H11NO MW:113.1576
tert-butyl N-[2-(oxiran-2-yl)ethyl]carbamate Catalog No.:AA01BCJZ CAS No.:1072793-83-9 MDL No.:MFCD24465622 MF:C9H17NO3 MW:187.2362	4-BROMO-2-(2-(DIMETHYLAMINO)ETHOXY)ANILINE Catalog No.:AA01DLLX CAS No.:1072906-05-8 MDL No.:MFCD11520819 MF:C10H15BrN2O MW:259.1429
ethyl 1-(aminomethyl)cyclopentane-1-carboxylate hydrochloride Catalog No.:AA01E7A0 CAS No.:1072856-85-9 MDL No.:MFCD30752272 MF:C9H18ClNO2 MW:207.6977	6-((Tetrahydrofuran-3-yl)oxy)nicotinic acid Catalog No.:AA01FLYZ CAS No.:1072855-68-5 MDL No.:MFCD18259826 MF:C10H11NO4 MW:209.1986
2-Fluoro-5-pentanoylphenylboronic acid Catalog No.:AA003BKF CAS No.:1072951-52-0 MDL No.:MFCD11504855 MF:C11H14BFO3 MW:224.0365	8-(Trifluoromethoxy)quinolin-5-amine Catalog No.:AA003MBB CAS No.:1072944-53-6 MDL No.:MFCD11504893 MF:C10H7F3N2O MW:228.1706
Methyl 4-cyclopropyl-2-morpholinopyrimidine-5-carboxylate Catalog No.:AA003RSD CAS No.:1072944-54-7 MDL No.:MFCD11504896 MF:C13H17N3O3 MW:263.2924	3-(Diethylcarbamoyl)-2-fluorophenylboronic acid Catalog No.:AA007WLC CAS No.:1072946-28-1 MDL No.:MFCD10699633 MF:C11H15BFNO3 MW:239.0511
2-Chloro-5-methoxypyridine-3-boronic acid Catalog No.:AA007WLD CAS No.:1072946-26-9 MDL No.:MFCD10699632 MF:C6H7BClNO3 MW:187.3887	4-(3-Methylthioureido)phenylboronic acid Catalog No.:AA007WLE CAS No.:1072946-18-9 MDL No.:MFCD10699624 MF:C8H11BN2O2S MW:210.0611
N-Ethyl 4-bromo-3-methoxybenzamide Catalog No.:AA0082BL CAS No.:1072944-41-2 MDL No.:MFCD11504876 MF:C10H12BrNO2 MW:258.1118	B-[4-[(Cyclopropylsulfonyl)amino]phenyl]boronic acid Catalog No.:AA0090C6 CAS No.:1072945-68-6 MDL No.:MFCD10699614 MF:C9H12BNO4S MW:241.0719