Copper-Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amides

Subhadip De, Junli Yin and Dawei Ma*

*State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu Shanghai 200032, China, Email: madwsioc.ac.cn

S. De, J. Yin, D. Ma, Org. Lett., 2017, 19, 4864-4867.

DOI: 10.1021/acs.orglett.7b02326

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Abstract

Cu₂O/N,N'-bis(thiophen-2-ylmethyl)oxalamide is an effective catalyst system for Goldberg amidation with inferior reactive (hetero)aryl chlorides. The reaction converts a variety of functionalized (hetero)aryl chlorides and a wide range of aromatic and aliphatic primary amides in very good yields. Furthermore, the arylation of lactams and oxazolidinones is achieved.

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proposed mechanism

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Key Words

amidation

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ID: J54-Y2017