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Article

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

Supporting Info

Shilpa A. Worlikar, Tanay Kesharwani, Tuanli Yao, and Richard C. Larock*

Department of Chemistry, Iowa State University, Ames, Iowa 50011

J. Org. Chem., 2007, 72 (4), pp 1347–1353

DOI: 10.1021/jo062234s

Publication Date (Web): January 13, 2007

Corresponding author. Tel.: (515) 294-4660. Fax: (515) 294-0105.

, larock@iastate.edu

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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Published In Issue February 16, 2007
Received October 27, 2006

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Article

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

Abstract

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SciFinder Links

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Recommend & Share

Related Content

Synthesis of 3-Iodoindoles by the Pd/Cu-Catalyzed Coupling of N,N-Dialkyl-2-iodoanilines and Terminal Acetylenes, Followed by Electrophilic Cyclization

Competition Studies in Alkyne Electrophilic Cyclization Reactions

Synthesis of Polycyclic Aromatics and Heteroaromatics via Electrophilic Cyclization

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