Decarboxylative alkynylation and carbonylative alkynylation of carboxylic acids enabled by visible-light photoredox catalysis

  • Angew Chem Int Ed Engl. 2015 Sep 14;54(38):11196-9. doi: 10.1002/anie.201504559.
Quan-Quan Zhou  1 ,  Wei Guo  1 ,  Wei Ding  1 ,  Xiong Wu  1 ,  Xi Chen  1 ,  Liang-Qiu Lu  2 ,  Wen-Jing Xiao  3
Affiliations
  • 1. Key Laboratory of Pesticide & Chemical Biology, College of Chemistry, Central China Normal University (CCNU), 152 Luoyu Road, Wuhan, Hubei 430079 (China).
  • 2. Key Laboratory of Pesticide & Chemical Biology, College of Chemistry, Central China Normal University (CCNU), 152 Luoyu Road, Wuhan, Hubei 430079 (China). [email protected].
  • 3. Key Laboratory of Pesticide & Chemical Biology, College of Chemistry, Central China Normal University (CCNU), 152 Luoyu Road, Wuhan, Hubei 430079 (China). [email protected].
PMID: 26149104 DOI: 10.1002/anie.201504559
Abstract

Visible-light-induced photocatalytic decarboxylative alkynylations of carboxylic acids have been developed for the first time. The reaction features extremely mild conditions, broad substrate scope, and avoids additional oxidants. Importantly, a decarboxylative carbonylative alkynylation has also been carried out in the presence of carbon monoxide (CO) under photocatalytic conditions, which affords valuable ynones in high yields at room temperature.

Keywords
alkynylation; carbonylation; decarboxylation; photocatalysis; visible light.
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