Visible-light-induced C–H sulfenylation of quinoxalin-2(1H)-ones with disulfides by sustainable cerium catalysis

Using visible light as energy to form free radicals has important synthetic value. A novel and efficient visible-light-mediated strategy has been developed for the generation of thiobenzene radicals through cerium-catalyzed activation of the disulfides. Through this photochemical reaction, various 3...

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Main Authors: Lixi Zhang, Jingwen He, Pengfei Zhang, Dancheng Zhu, Kai Zheng, Chao Shen
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2023-08-01
Series:Green Synthesis and Catalysis
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666554922000357
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author Lixi Zhang
Jingwen He
Pengfei Zhang
Dancheng Zhu
Kai Zheng
Chao Shen
author_facet Lixi Zhang
Jingwen He
Pengfei Zhang
Dancheng Zhu
Kai Zheng
Chao Shen
author_sort Lixi Zhang
collection DOAJ
description Using visible light as energy to form free radicals has important synthetic value. A novel and efficient visible-light-mediated strategy has been developed for the generation of thiobenzene radicals through cerium-catalyzed activation of the disulfides. Through this photochemical reaction, various 3-sulfenylated quinoxalin-2(1H)-ones can be conveniently obtained in good yields with good functional group tolerance. Our transformation provides an alternative that allows rapid access to various C3 sulfenylated quinoxalin-2(1H)-ones in a sustainable and practical manner.
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spelling doaj.art-9ebc3cf9641944d3a766c2f369e1de9b2023-08-23T04:34:22ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492023-08-0143226230Visible-light-induced C–H sulfenylation of quinoxalin-2(1H)-ones with disulfides by sustainable cerium catalysisLixi Zhang0Jingwen He1Pengfei Zhang2Dancheng Zhu3Kai Zheng4Chao Shen5Key Laboratory of Pollution Exposure and Health Intervention of Zhejiang Province, College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015, China; College of Environment, Zhejiang University of Technology, Hangzhou, Zhejiang 310032, ChinaKey Laboratory of Pollution Exposure and Health Intervention of Zhejiang Province, College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015, China; College of Environment, Zhejiang University of Technology, Hangzhou, Zhejiang 310032, ChinaCollege of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou 311121, ChinaKey Laboratory of Pollution Exposure and Health Intervention of Zhejiang Province, College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015, ChinaKey Laboratory of Pollution Exposure and Health Intervention of Zhejiang Province, College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015, ChinaKey Laboratory of Pollution Exposure and Health Intervention of Zhejiang Province, College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015, China; Corresponding author.Using visible light as energy to form free radicals has important synthetic value. A novel and efficient visible-light-mediated strategy has been developed for the generation of thiobenzene radicals through cerium-catalyzed activation of the disulfides. Through this photochemical reaction, various 3-sulfenylated quinoxalin-2(1H)-ones can be conveniently obtained in good yields with good functional group tolerance. Our transformation provides an alternative that allows rapid access to various C3 sulfenylated quinoxalin-2(1H)-ones in a sustainable and practical manner.http://www.sciencedirect.com/science/article/pii/S2666554922000357Quinoxalin-2(1H)-onesDisulfidesSulfenylationVisible lightCerium catalysis
spellingShingle Lixi Zhang
Jingwen He
Pengfei Zhang
Dancheng Zhu
Kai Zheng
Chao Shen
Visible-light-induced C–H sulfenylation of quinoxalin-2(1H)-ones with disulfides by sustainable cerium catalysis
Green Synthesis and Catalysis
Quinoxalin-2(1H)-ones
Disulfides
Sulfenylation
Visible light
Cerium catalysis
title Visible-light-induced C–H sulfenylation of quinoxalin-2(1H)-ones with disulfides by sustainable cerium catalysis
title_full Visible-light-induced C–H sulfenylation of quinoxalin-2(1H)-ones with disulfides by sustainable cerium catalysis
title_fullStr Visible-light-induced C–H sulfenylation of quinoxalin-2(1H)-ones with disulfides by sustainable cerium catalysis
title_full_unstemmed Visible-light-induced C–H sulfenylation of quinoxalin-2(1H)-ones with disulfides by sustainable cerium catalysis
title_short Visible-light-induced C–H sulfenylation of quinoxalin-2(1H)-ones with disulfides by sustainable cerium catalysis
title_sort visible light induced c h sulfenylation of quinoxalin 2 1h ones with disulfides by sustainable cerium catalysis
topic Quinoxalin-2(1H)-ones
Disulfides
Sulfenylation
Visible light
Cerium catalysis
url http://www.sciencedirect.com/science/article/pii/S2666554922000357
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AT pengfeizhang visiblelightinducedchsulfenylationofquinoxalin21honeswithdisulfidesbysustainableceriumcatalysis
AT danchengzhu visiblelightinducedchsulfenylationofquinoxalin21honeswithdisulfidesbysustainableceriumcatalysis
AT kaizheng visiblelightinducedchsulfenylationofquinoxalin21honeswithdisulfidesbysustainableceriumcatalysis
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