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Nickel-Catalyzed Enantioselective Reductive Conjugate Arylation and Heteroarylation via an Elementary Mechanism of 1,4-Addition

Luoqiang Zhang, Mengxin Zhao, Maoping Pu, Zhaoming Ma, Jingsong Zhou, Caiyou Chen, Yun-Dong Wu, Yonggui Robin Chi and Jianrong Steve Zhou*

*Peking University Shenzhen Graduate School, Room F312, 2199 Lishui Road, Nanshan District, Shenzhen 518055, China, Email: jrzhoupku.edu.cn

L. Zhang, M. Zhao, M. Pu, Z. Ma, J. Zhou, C. Chen, Y.-D. Wu, Y. R. Chi, J. S. Zhou, J. Am. Chem. Soc., 2022, 144, 20249-20257.

DOI: 10.1021/jacs.2c05678


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Abstract

A nickel complex of isoquinox promoted enantioselective conjugate arylation and heteroarylation of enones using aryl and heteroaryl halides directly. Experiments and calculations supported an insertion of an arylnickel(I) complex to enones via an elementary 1,4-addition.


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proposed mechanism



Key Words

1,4-arylation, manganese


ID: J48-Y2022