CuI/N,N-Dimethylglycine-Catalyzed Cross-Coupling Reaction of Vinyl Halides with Phenols and its Application to the Assembly of Substituted Benzofurans

Dawei Ma; Qian Cai; Xiaoan Xie

doi:10.1055/s-2005-871543

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Synlett 2005(11): 1767-1770
DOI: 10.1055/s-2005-871543

CLUSTER

CuI/N,N-Dimethylglycine-Catalyzed Cross-Coupling Reaction of Vinyl Halides with Phenols and its Application to the Assembly of Substituted Benzofurans

Dawei Ma*^a, Qian Cai^a, Xiaoan Xie^b
^a State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. China
^b Department of Chemistry, Fudan University, Shanghai 200433, P. R. China
Fax: +86(21)64166128; e-Mail: madw@mail.sioc.ac.cn;

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Publication History

Received 28 March 2005
Publication Date:
14 June 2005 (online)

Abstract
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Abstract

CuI-catalyzed coupling reaction of vinyl halides and phenols occurs at 60-90 °C with N,N-dimethylglycine hydrochloride as the additive, giving vinyl aryl ethers in good yields. The cross-coupling products formed from o-iodophenols and vinyl iodides are converted into substituted benzofurans via an intramolecular Heck reaction.

Key words

cross-coupling - vinyl aryl ethers - vinyl halides - benzofuran

References

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