Chem. J. Chinese Universities ›› 2025, Vol. 46 ›› Issue (10): 20250202.doi: 10.7503/cjcu20250202

• Organic Chemistry • Previous Articles     Next Articles

Visible-light Photocatalytic Silylacylation of Alkenes

JI Baobao, WANG Zhixiang, LIU Yan, CAO Jia()   

  1. Shaanxi Key Laboratory of Chemical Reaction Engineering,College of Chemistry and Chemical Engineering,Yan’an University,Yan’an 716000,China
  • Received:2025-07-19 Online:2025-10-10 Published:2025-08-29
  • Contact: CAO Jia E-mail:jcao@yau.edu.cn
  • Supported by:
    the National Natural Science Foundation of China(22162024);the Research Project of Youth Innovation Team of Shaanxi Universities, China(24JP207);the Collaborative Education Project of the Ministry of Education, China(2412064200)

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

CLC Number: 

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