4.7 Article

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

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 72, 期 4, 页码 1347-1353

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AMER CHEMICAL SOC
DOI: 10.1021/jo062234s

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  1. NIGMS NIH HHS [P50 GM069663-04, R01 GM070620, GM 070620, P50 GM069663, P50 GM 069663] Funding Source: Medline

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[GRAPHIC] The electrophilic cyclization of substituted propargylic aryl ethers by I-2, 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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