Photoredox-catalyzed three-component difluorobenzylation of quinoxalin-2(1H)-ones with unactivated vinylarenes and BrCF2CO2Et/HCF2CO2H

Author:

Shen Lu1,Yuan Jin-Wei1,Zhang Bing1,Song Sai-Yi1,Yang Liang-Ru1,Xiao Yong-Mei1,Zhang Shou-Ren2,Qu Ling-Bo3

Affiliation:

1. School of Chemistry and Chemical Engineering , Henan University of Technology , Zhengzhou 450001 , P. R. China

2. Henan Key Laboratory of Nanocomposites and Applications , Institute of Nanostructured Functional Materials, Huanghe Science and Technology College , Zhengzhou 450006 , P. R. China

3. College of Chemistry , Zhengzhou University , Zhengzhou 450001 , P. R. China

Abstract

Abstract An environmentally friendly strategy for the photo-catalyzed three-component reaction between quinoxalin-2(1H)-ones, vinylarenes, with inexpensive and easily accessible ethyl bromodifluoroacetate/sodium difluoromethanesulfinate is described. This protocol exhibits mild conditions, high efficiency, and excellent functional group tolerance, providing a highly efficient approach for the synthesis of difluorobenzylated quinoxalin-2(1H)-ones by the formation of two carbon-carbon bonds. A radical mechanism is responsible for this three-component transformation.

Funder

Innovative Funds Plan of Henan University of Technology

The special fund project of Zhengzhou basic and applied basic research

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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