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Syntheses of Benzo[ b]furan-6-carbonitrile and 6-Cyanobenzo[ b]furan-2-boronic Acid Pinacol Ester

John D Williams, Xiaoyuan Ding, Son Nguyen, Kimberly K Vines, Norton P Peet

Synth Commun. 2013;43(14):10.1080/00397911.2012.684086.

PMID: 24249920

Abstract:

6-Cyanobenzo[b]furan-2-boronic acid pinacol ester (10) is a potentially useful 2-point scaffold for the construction of specific compounds or compound libraries with benzofuran cores. Using a per-iodination/de-iodination strategy coupled with a Sonogashira alkynylation and Cu-catalyzed heteroannulation, we have developed a procedure that allows the preparation of benzo[b]furan-6-carbonitrile (9) and 6-cyanobenzo[b]furan-2-boronic acid pinacol ester (10) in gram quantities.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP388116276 Indole-4-boronic acid pinacol ester Indole-4-boronic acid pinacol ester 388116-27-6 Price
AP675576268 Isoquinoline-6-boronic acid pinacol ester Isoquinoline-6-boronic acid pinacol ester 675576-26-8 Price
AP871125676 9H-Carbazole-2-boronic acid pinacol ester 9H-Carbazole-2-boronic acid pinacol ester 871125-67-6 Price
AP936250178 2,4-Dimethoxypyrimidine-5-boronic acid pinacol ester 2,4-Dimethoxypyrimidine-5-boronic acid pinacol ester 936250-17-8 Price
LS793309 2-picoline-5-boronic acid pinacol ester 2-picoline-5-boronic acid pinacol ester Price
LS793386 chromone-6-boronic acid pinacol ester chromone-6-boronic acid pinacol ester Price
LS793389 (4-methoxycarbonylmethylphenyl)boronic acid pinacol ester (4-methoxycarbonylmethylphenyl)boronic acid pinacol ester Price
LS793402 benzenesulfonamide-3-boronic acid pinacol ester benzenesulfonamide-3-boronic acid pinacol ester Price
LS793444 4-Cyanomethoxy-3,5-dimethylphenylboronic acid pinacol ester 4-Cyanomethoxy-3,5-dimethylphenylboronic acid pinacol ester Price
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