Photochemical Sonogashira coupling reactions: beyond traditional palladium-copper catalysis

Chem Commun (Camb). 2023 Sep 28;59(78):11615-11630. doi: 10.1039/d3cc03855f.

Abstract

Sonogashira coupling is one of the Nobel reactions discovered in 1975 to form a C-C bond using palladium and copper as co-catalysts. Incorporating alkyne functionalities either in macro or micro molecules by using this Sonogashira reaction has already proven its viability and relevance in the sphere of synthetic chemistry. While aiming for sustainable chemistry, in recent years, visible light photoredox catalysts have appeared as an advanced tool in this regard. In this review, we aim to portray a comprehensive summary of modern visible light photo redox catalyzed Sonogashira reaction, which will leave space for the readers to rethink alternative strategies to conduct the Sonogashira reaction. This review briefly describes the implementation of various metal-based nanomaterial photocatalysts, developing either copper or palladium-free photocatalytic methods, and organo-photolytic and bioinspired photocatalysts for the Sonogashira coupling reactions. Besides, this review also gives a concise overview of the mechanistic aspects and highlights selective examples for substrate scope.

Publication types

  • Review