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Visible-Light-Driven Bisfunctionalization of Unactivated Olefins via the Merger of Proton-Coupled Electron Transfer and Carbene Catalysis

Bei Zhang, Jian-Qing Qi, Yuhan Liu, Zhipeng Li and Jian Wang*

*School of Pharmaceutical Sciences, Center of Basic Molecular Science (CBMS), Department of Chemistry, Tsinghua University, Beiing 100084, China, Email: wangjian2012tsinghua.edu.cn

B. Zhang, J.-Q. Qi, Y. Liu, Z. Li, J. Wang, Org. Lett., 2022, 24, 279-283.

DOI: 10.1021/acs.orglett.1c03941


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Abstract

An N-heterocyclic carbene (NHC) and photo-co-catalyzed alkylacylation of olefins in the presence of a diazo ester provides 1,5-ketoesters with great atom economy and N2 as the only byproduct. Particularly, this radical process employs a traditional carbene precursor as the radical source.


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proposed mechanism



Key Words

1,5-ketoesters, photochemistry, multicomponent reactions


ID: J54-Y2022