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

Jinxia Wen; Wenyan Zhao; Xu Gao; Xiaofang Ren; Chunping Dong; Cheli Wang; Li Liu; Jian Li

doi:10.1021/acs.joc.2c00135

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

J Org Chem. 2022 Mar 18;87(6):4415-4423. doi: 10.1021/acs.joc.2c00135. Epub 2022 Mar 2.

Authors

Jinxia Wen¹, Wenyan Zhao¹, Xu Gao¹, Xiaofang Ren¹, Chunping Dong¹, Cheli Wang¹, Li Liu¹, Jian Li¹

Affiliation

¹ School of Pharmacy, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, 213164, China.

PMID: 35234036
DOI: 10.1021/acs.joc.2c00135

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.