Cross-Dehydrogenative Coupling Reaction and Arylation of Quinoxalin-2(1H)-ones under Iodide/Peroxide Conditions

Cross-Dehydrogenative Coupling Reaction and Arylation of Quinoxalin-2(1H)-ones under Iodide/Peroxide Conditions

A simple method has been developed for the synthesis of ­3-(2-oxo-2-phenylethylidene)-3,4-dihydroquinoxalin-2(1H)-one and ­3-aryl-quinoxalin-2(1H)-one derivatives through C–H activation of quinoxalin-2(1H)-ones by peroxides and iodide. In this protocol, the per­oxide (TBPB) serves as both the radica...

Full description

Bibliographic Details
Main Authors: Yujuan Wu, Xianglong Chu, Di Yang, Chen Ma, Caixia Xie
Format: Article
Language:English
Published: Georg Thieme Verlag KG 2021-04-01
Series:SynOpen
Subjects:
c–h activation
iodide/peroxide system
metal-free
quinoxalin-2(1h)-one
radical process
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/a-1489-8711
Description
Summary:A simple method has been developed for the synthesis of ­3-(2-oxo-2-phenylethylidene)-3,4-dihydroquinoxalin-2(1H)-one and ­3-aryl-quinoxalin-2(1H)-one derivatives through C–H activation of quinoxalin-2(1H)-ones by peroxides and iodide. In this protocol, the per­oxide (TBPB) serves as both the radical initiator and aryl source, realizing arylation of quinoxalin-2(1H)-one in a one-step reaction. The methodology has the advantages of being a metal-free strategy and having broad functional group tolerance.
ISSN:2509-9396

Similar Items