Copper-Catalyzed Nitrogen Atom Transfer to Isoquinolines via C-N Triple Bond Cleavage and Three-Component Cyclization

Lebin Su, Shimin Xie, Jianyu Dong*, Feng Liu, Shuang-Feng Yin and Yongbo Zhou*

*Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China, Email: zhouybhnu.edu.cn

L. Su, S. Xie, J. Dong, F. Liu, S.-F. Yin, Y. Zhou, Org. Lett., 2022, 24, 5994-5999.

DOI: 10.1021/acs.orglett.2c02257

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Abstract

A copper(I)-catalyzed tandem reaction of 2-bromoaryl ketones, terminal alkynes, and CH₃CN efficiently produces densely functionalized isoquinolines via N atom transfer and a three-component [3 + 2 + 1] cyclization in a facile, highly selective, and general manner.

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proposed mechanism

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Key Words

isoquinolines, multicomponent reactions

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ID: J54-Y2022