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. 2007 Feb 16;72(4):1347-53.
doi: 10.1021/jo062234s.

Synthesis of 3,4-disubstituted 2H-benzopyrans through C-C bond formation via electrophilic cyclization

Shilpa A Worlikar  1 , Tanay Kesharwani, Tuanli Yao, Richard C Larock
Affiliations

Synthesis of 3,4-disubstituted 2H-benzopyrans through C-C bond formation via electrophilic cyclization

Shilpa A Worlikar et al. J Org Chem. .

Abstract

The electrophilic cyclization of substituted propargylic aryl ethers by I2, ICl, and PhSeBr produces 3,4-disubstituted 2H-benzopyrans in excellent yields. This methodology results in vinylic halides or selenides under mild reaction conditions and tolerates a variety of functional groups, including methoxy, alcohol, aldehyde, and nitro groups.

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