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

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

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Veröffentlicht in:SynOpen (2017) 2021-05, Vol.5 (2), p.114-122
Hauptverfasser: Wu, Yujuan, Chu, Xianglong, Yang, Di, Ma, Chen, Xie, Caixia
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Sprache:eng
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Zusammenfassung:Abstract A simple method has been developed for the synthesis of ­3-(2-oxo-2-phenylethylidene)-3,4-dihydroquinoxalin-2(1 H )-one and ­3-aryl-quinoxalin-2(1 H )-one derivatives through C–H activation of quinoxalin-2(1 H )-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(1 H )-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
2509-9396
DOI:10.1055/a-1489-8711