Chinese Journal of Organic Chemistry    

ARTICLE

可见光诱导甲酸盐参与的炔烃氢羧基化反应

徐辉, 蒋慧娴, 阚磊, 徐佩, 朱旭*   

  1. 徐州医科大学药学院,江苏省新药研究与临床药学重点实验室,徐州,221004
  • 基金资助:
    江苏省特聘教授项目

Visible-Light-Induced Selective Hydrocarboxylation of Alkynes with Formate

Xu Hui, Jiang Hui-Xian, Kan Lei, Xu Pei, Zhu Xu*   

  1. Xuzhou Medical University, School of Pharmacy, Jiangsu Key Laboratory of New Drug Research and Clinical Pharmacy, Xuzhou, 221004
  • Contact: *E-mail: xuzhu@xzhmu.edu.cn
  • About author:These authors contributed equally.
  • Supported by:
    Jiangsu Specially-Appointed Professor program.

Herein, we disclosed an efficient and sustainable protocol for regioselective hydrocarboxylation of alkynes to construct diverse propionic acid derivatives. Under photoinduced conditions, the anti-Markovnikov hydrocarboxylation of alkynes was realized with CO2 radical anion in-situ generated from formate as both a carbonyl source and a reductant. The collaboration between photosensitizer and hydrogen atom transfer catalyst promoted the catalytic cycle to work smoothly, giving a broad substrate scope including terminal and internal alkynes. The Giese radical addition of CO2 radical anion to the C-C triple bond is the key step to initiate the reaction.

Key words: formate, CO2 radical anion, hydrocarboxylation, visible-light catalysis, aryl propionic acids