Synthesis of 3,4-Disubstituted 2H-Benzopyrans through C-C Bond Formation via Electrophilic Cyclization

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• 作者：Shilpa A. Worlikar ; Tanay Kesharwani ; Tuanli Yao ; Richard C. Larock
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：February 16, 2007
• 年：2007
• 卷：72
• 期：4
• 页码：1347 - 1353
• 全文大小：151K
• 年卷期：v.72,no.4(February 16, 2007)
• ISSN：1520-6904

文摘

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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 selenidesunder mild reaction conditions and tolerates a variety of functional groups, including methoxy, alcohol,aldehyde, and nitro groups.