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Synthesis of 2,3-disubstituted benzo[b]selenophenes via electrophilic cyclization.


ABSTRACT: 2,3-Disubstituted benzo[b]selenophenes have been prepared by the electrophilic cyclization of various 1-(1-alkynyl)-2-(methylseleno)arenes by Br2, NBS, I2, ICl, PhSeCl, PhSeBr, and Hg(OAc)2. This method tolerates a wide variety of functional groups, including alcohol, ester, nitrile, nitro, and silyl groups, and proceeds under exceptionally mild reaction conditions.

SUBMITTER: Kesharwani T 

PROVIDER: S-EPMC2527062 | biostudies-literature | 2006 Mar

REPOSITORIES: biostudies-literature

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Synthesis of 2,3-disubstituted benzo[b]selenophenes via electrophilic cyclization.

Kesharwani Tanay T   Worlikar Shilpa A SA   Larock Richard C RC  

The Journal of organic chemistry 20060301 6


2,3-Disubstituted benzo[b]selenophenes have been prepared by the electrophilic cyclization of various 1-(1-alkynyl)-2-(methylseleno)arenes by Br2, NBS, I2, ICl, PhSeCl, PhSeBr, and Hg(OAc)2. This method tolerates a wide variety of functional groups, including alcohol, ester, nitrile, nitro, and silyl groups, and proceeds under exceptionally mild reaction conditions. ...[more]

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