Visible-Light-Promoted Photocatalyst-Free Hydroacylation and Diacylation of Alkenes Tuned by NiCl₂·DME

Xinxin Zhao, Bing Li and Wujiong Xia*

*State Key Lab of Urban Water Resource and Environment, School of Science, Harbin Institute of Technology (Shenzhen), Shenzhen 518055, China, Email: xiawjhit.edu.cn

X. Zhao, B. Li, W. Xia, Org. Lett., 2020, 22, 1056-1061.

DOI: 10.1021/acs.orglett.9b04595

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Abstract

A visible light-promoted hydroacylation facilitates an efficient preparation of ketones from alkenes and 4-acyl-1,4-dihydropyridines via an acyl radical addition and hydrogen atom transfer pathway under photocatalyst-free conditions to provide highly functionalized ketone derivatives in very good yields. The presence of NiCl₂·DME enables the synthesis of 1,4-dicarbonyl compounds via diacylation.

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Key Words

hydroacylation, photochemistry

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ID: J54-Y2020