Tandem Synthesis of 2-Carboxybenzofurans via Sequential Cu-Catalyzed C-O Coupling and Mo(CO)₆-Mediated Carbonylation Reactions

Qinliang Mo, Nan Sun*, Liqun Jin, Baoxiang Hu, Zhenlu Shen and Xinquan Hu*

*College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, P. R. China, Email: sunnanzjut.edu.cn, xinquanzjut.edu.cn

Q. Mo, N. Sun, L. Jin, B. Hu, Z. Shen, X. Hu, J. Org. Chem., 2020, 85, 11490-11500.

DOI: 10.1021/acs.joc.0c01620

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Abstract

A synthesis of 2-carboxybenzofurans from 2-gem-dibromovinylphenols is based on Cu-catalyzed intramolecular C-O coupling followed by Mo(CO)₆-mediated intermolecular carbonylation. This protocol provides a broad range of functionalized benzofuran-2-carboxylic acids, esters, and amides in very good yields under Pd- and CO gas-free conditions.

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Key Words

benzofurans, multicomponent reactions

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ID: J42-Y2020