title: Syntheses of Benzo[b]furan-6-carbonitrile and 6-Cyanobenzo[b]furan-2-boronic Acid Pinacol Ester.
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.
authors.affiliation: Microbiotix, Inc., One Innovation Drive, Worcester, MA, 01605.
authors.forename: John D
authors.initials: JD
authors.lastname: Williams
authors.forename: Xiaoyuan
authors.initials: X
authors.lastname: Ding
authors.forename: Son
authors.initials: S
authors.lastname: Nguyen
authors.forename: Kimberly K
authors.initials: KK
authors.lastname: Vines
authors.forename: Norton P
authors.initials: NP
authors.lastname: Peet
keywords: Benzo[b]furan; Sonogashira alkynylation; heteroannulation; heterocycle synthesis