Visible-Light-Driven External-Reductant-Free Cross-Electrophile Couplings of Tetraalkyl Ammonium Salts

Li-Li Liao, Guang-Mei Cao, Jian-Heng Ye, Guo-Quan Sun, Wen-Jun Zhou, Yong-Yuan Gui, Si-Shun Yan, Guo Shen, Da-Gang Yu*

*Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, People's Republic of China, Email: dgyuscu.edu.cn

L.-L. Liao, G.-M. Cao, J.-H. Ye, G.-Q. Sun, W.-J. Zhou, Y.-Y. Gui, S.-S. Yan, G. Shen, D.-G. Yu, J. Am. Chem. Soc., 2018, 140, 17338-17342.

DOI: 10.1021/jacs.8b08792

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Abstract

Visible-light photoredox catalysis realizes an external-reductant-free cross-electrophile coupling of tetraalkyl ammonium salts with carbonyl compounds and CO₂. The byproduct trimethylamine serves as the electron donor. Moreover, this protocol exhibits mild reaction conditions, broad substrate scope, good functional group tolerance, low catalyst loading, and facile scalability.

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Key Words

carboxylation, benzylation, photochemistry

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ID: J48-Y2018