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Transition metal-free photocatalytic radical annulation of 2-cyanoaryl acrylamides with difluoromethyl radicals to assemble 4-amino-quinolinone derivatives†
Qiaoyan Wu,Niuniu Zhang,Xirui Gong,Meilin Ren,Yanli Xu,Yanyan Chen
Green Chemistry Pub Date : 07/21/2023 00:00:00 , DOI:10.1039/D3GC02132G
Abstract

The transformation of an iminyl radical into a primary amine is a challenging task. A practical and green catalytic system to trigger difluoromethyl radicals is highly desired. Herein, we developed a metal-free photocatalytic radical annulation of 2-cyanoaryl acrylamides with [CF2HPPh3]+Br to provide 4-amino-quinolinones in moderate to good yields. This protocol utilized an easily obtained and cheap organophotocatalyst and green solvent acetone/H2O, and had the advantages of simple operation and broad substrate scope.

Graphical abstract: Transition metal-free photocatalytic radical annulation of 2-cyanoaryl acrylamides with difluoromethyl radicals to assemble 4-amino-quinolinone derivatives
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