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Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters

Fei Cheng, Tao Chen, Yin-Qiu Huang, Jia-Wei Li, Chen Zhou*, Xiao Xiao* and Fen-Er Chen*

*Wuhan Institute of Technology, Wuhan 430205; Zhejiang University of Technology, Hangzhou 310014, P. R. China, Email: zhouchenhubu.edu.cn, pharmxiaozjut.edu.cn, rfchenfudan.edu.cn

F. Cheng, T. Chen, Y.-Q. Huang, J.-W. Li, C. Zhou, X. Xiao, F.-E. Chen, Org. Lett., 2022, 24, 115-120.

DOI: 10.1021/acs.orglett.1c03688


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Abstract

A high-efficiency and practical Cu-catalyzed cross-coupling of readily available aryl bromides (or chlorides) with malonates provides versatile α-aryl-esters. The reactions are smoothly conducted in the presence of a low CuCl loading, an oxalamide ligand, and a green solvent. A variety of functional groups are tolerated.

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proposed mechanism



Key Words

Ullmann Coupling, Decarboxylation, α-Arylation


ID: J54-Y2022