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Synthesis of [1,2,3]Triazolo-[1,5-<i>a</i>]quinoxalin-4(5<i>H</i>)-ones through Photoredox-Catalyzed [3 + 2] Cyclization Reactions with Hypervalent Iodine(III) Reagents

Jin-Xia Wen, Wenyan Zhao, Xu Gao, Xiaofang Ren, Chunping Dong, Cheli Wang, Li Liu, Jian Li

2022The Journal of Organic Chemistry44 citationsDOI

Abstract

An efficient synthesis of a variety of [1,2,3]triazolo-[1,5-a]quinoxalin-4(5H)-ones via a [3 + 2] cyclization reaction by photoredox catalysis between quinoxalinones and hypervalent iodine(III) reagents is reported. A range of quinoxalinones and hypervalent iodine(III) reagents were tolerated well. This cyclization reaction allows access to structurally diverse [1,2,3]triazolo-[1,5-a]quinoxalin-4(5H)-ones in moderate to good yields.

Topics & Concepts

Hypervalent moleculeReagentIodineChemistryCatalysisCombinatorial chemistryPhotoredox catalysisMedicinal chemistryOrganic chemistryPhotocatalysisSynthesis and Biological EvaluationCyclopropane Reaction MechanismsClick Chemistry and Applications
Synthesis of [1,2,3]Triazolo-[1,5-<i>a</i>]quinoxalin-4(5<i>H</i>)-ones through Photoredox-Catalyzed [3 + 2] Cyclization Reactions with Hypervalent Iodine(III) Reagents | Litcius