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Cobalt-Catalyzed Markovnikov-Selective Radical Hydroacylation of Unactivated Alkenes with Acylphosphonates

Benxiang Zhang, Jiayan He, Yi Li, Tao Song, Yewen Fang* and Chaozhong Li*

*Ningbo University of Technology, No. 201 Fenghua Road, Ningbo 315211; SIOC, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: fangnbut.edu.cn, cligmail.sioc.ac.cn

B. Zhang, J. He, Y. Li, T. Song, Y. Fang, C. Li, J. Am. Chem. Soc., 2021, 143, 4955-4961.

DOI: 10.1021/jacs.1c02629


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Abstract

Acylphosphonates with a 5,5-dimethyl-1,3,2-dioxophosphinanyl skeleton are efficient intermolecular radical acylation reagents, which enable cobalt-catalyzed Markovnikov hydroacylations of unactivated alkenes at room temperature under mild conditions. The protocol offers wide functional group compatibility and broad substrate scope, providing branched ketones in good yields.

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proposed mechanism



Key Words

hydroacylation


ID: J48-Y2021