Chem. J. Chinese Universities

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Visible-Light Photocatalytic Silylacylation of Alkenes

JI Baobao, WANG Zhixiang, LIU Yan, CAO Jia   

  1. College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Chemical Reaction Engineering, Yan’an University
  • Received:2025-07-19 Revised:2025-08-27 Online First:2025-08-29 Published:2025-08-29
  • Contact: Jia Cao E-mail:jcao@yau.edu.cn
  • Supported by:
    Supported by the National Natural Science Foundation of China (No. 22162024, 22272144), the Research Project of Youth Innovation Team of Shaanxi Universities (No. 24JP207) and the Collaborative Education Project of the Ministry of Education (No. 2412064200, 2412063658)

Abstract: Carbonyl compounds are prevalent in bioactive molecules and organic functional materials, with ketones being particularly important structural motifs. This work focuses on the development of a visible-light photocatalytic three-component difunctionalization of alkenes using silylborates and acyl ammonium salts to access ketone derivatives. Control experiments and DFT calculations revealed that reaction proceeds via a single-electron transfer cascade process between a base/silylboronate complex and an acyl ammonium salt, triggered by a photocatalyst, generating silyl radicals and acyl radical anions. Subsequent sequential coupling with alkenes affords β-silyl ketones. This method features excellent functional group tolerance, mild reaction conditions, and broad substrate scope.

Key words: Photocatalysis, Alkene, Silylation, Acylation

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