A copper iodide-catalyzed coupling reaction of benzofuran-3(2H)-ones with amines: an approach to α-ketoamides

Rongxiang Chen; Ruo-Ling Jia; Wenbo Li; Wei Zhao; Kai-Kai Wang; Zhan-Yong Wang; Xueji Ma; Wei Dai; Aili Sun

doi:10.1039/D1OB00715G

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A copper iodide-catalyzed coupling reaction of benzofuran-3(2H)-ones with amines: an approach to α-ketoamides†

Rongxiang Chen,

^a Ruo-Ling Jia,^a Wenbo Li,^b Wei Zhao,^a Kai-Kai Wang,

*^a Zhan-Yong Wang,

^a Xueji Ma,^a Wei Dai^a and Aili Sun*^a

Author affiliations

* Corresponding authors

^a School of Pharmacy, Xinxiang University, Xinxiang 453000, P.R. of China
E-mail: wangkaikaii@163.com, sunailifly@163.com

^b School of Chemistry and Materials Engineering, Xinxiang University, Xinxiang 453000, P.R. of China

Abstract

A CuI-catalyzed coupling reaction of benzofuran-3(2H)-ones with amines has been well established for the direct synthesis of α-ketoamides. This process involves C–O bond cleavage and C [double bond, length as m-dash] O/C–N bond formation. Mechanism studies indicated that this α-ketoamide formation reaction may involve a free radical process.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/D1OB00715G
Article type: Communication
Submitted: 13 Apr 2021
Accepted: 25 May 2021
First published: 26 May 2021

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Org. Biomol. Chem., 2021,19, 5294-5297

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A copper iodide-catalyzed coupling reaction of benzofuran-3(2H)-ones with amines: an approach to α-ketoamides

R. Chen, R. Jia, W. Li, W. Zhao, K. Wang, Z. Wang, X. Ma, W. Dai and A. Sun, Org. Biomol. Chem., 2021, 19, 5294 DOI: 10.1039/D1OB00715G

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Organic & Biomolecular Chemistry

A copper iodide-catalyzed coupling reaction of benzofuran-3(2H)-ones with amines: an approach to α-ketoamides†

Abstract

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A copper iodide-catalyzed coupling reaction of benzofuran-3(2H)-ones with amines: an approach to α-ketoamides

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