Photoredox-catalyzed coupling of acyl oxime acetates with thiophenols to give arylthioesters in water at room temperature†
Yuanyuan Fu,Shengzhen Zhu,Xueyan Zhao,Shenlin Huang
Green Chemistry Pub Date : 08/17/2022 00:00:00 , DOI:10.1039/D2GC02438A
Abstract

Photoredox catalysis in water has been receiving increasing attention due to its merits of being environment friendly, inexpensive, and safe. However, efficient approaches to arylthioesters via photoredox catalysis in water remain unknown. We herein report an environmentally responsible synthesis of arylthioesters through the coupling of acyl oxime acetates with thiophenols. This protocol was achieved in water with Eosin Y as the organophotocatalyst, MPEG-550 as the phase-transfer catalyst, and blue light. Preliminary mechanistic studies suggested a radical–radical coupling of an acyl radical with a thiyl radical.

Graphical abstract: Photoredox-catalyzed coupling of acyl oxime acetates with thiophenols to give arylthioesters in water at room temperature