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CuI-Catalyzed Domino Process to 2,3-Disubstituted Benzofurans from 1-Bromo-2-Iodobenzenes and β-Keto Esters

Biao Lu, Bao Wang, Yihua Zhang and Dawei Ma*

*State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Email: madwmail.sioc.ac.cn

B. Lu, B. Wang, Y. Zhang, D. Ma, J. Org. Chem., 2007, 72, 5337-5341.

DOI: 10.1021/jo070729r


Abstract

CuI-catalyzed coupling of 1-bromo-2-iodobenzenes with β-keto esters in THF at 100°C provides 2,3-disubstituted benzofurans. This domino transformation involves an intermolecular C-C bond formation and a subsequent intramolecular C-O bond formation process.

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Key Words

Benzofurans


ID: J42-Y2007-2160