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

被引：16
|
作者：
Zhang, Lixi [1 ,2 ]
Zhang, Pengfei [2 ,3 ]
Zhu, Dancheng [1 ]
Zheng, Kai [1 ]
Shen, Chao [1 ]
机构：
[1] Zhejiang Shuren Univ, Coll Biol & Environm Engn, Key Lab Pollut Exposure & Hlth Intervent Zhejiang, Hangzhou 310015, Peoples R China
[2] Zhejiang Univ Technol, Coll Environm, Hangzhou 310032, Zhejiang, Peoples R China
[3] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou 311121, Peoples R China
来源：
GREEN SYNTHESIS AND CATALYSIS | 2023年 / 4卷 / 03期
基金：
中国国家自然科学基金;
关键词：
Quinoxalin-2(1 H )-ones; Disulfides; Sulfenylation; Visible light; Cerium catalysis; CARBOXYLIC-ACIDS; BOND FORMATION; PHOTOCATALYST; FUNCTIONALIZATION; ARYLATION; METAL;
D O I：
10.1016/j.gresc.2022.04.004
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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.
引用
收藏
页码：226 / 230
页数：5
相关论文
共 50 条
  • [31] Visible-light-promoted/PIFA-mediated direct C-H acylation of quinoxalin-2(1H)-ones with aldehydes
    Ni, Hangcheng
    Li, Yu
    Deng, Jieyi
    Shi, Xingzi
    Pan, Qinhai
    NEW JOURNAL OF CHEMISTRY, 2021, 45 (47) : 22432 - 22436
  • [32] Water-Mediated C-H Cyanation of Quinoxalin-2(1H)-ones and Quinoxalines Under Visible-Light Conditions
    Badhani, Gaurav
    Adimurthy, Subbarayappa
    CHEMISTRYSELECT, 2023, 8 (27):
  • [33] Visible-Light-Induced Photocatalytic C3-Trifluoroethylation of Quinoxalin-2-(1H)-ones
    Liu, Jian
    Huang, Zhibin
    Wang, Cheng
    Deng, Zefeng
    Xu, Xu
    Zeng, Runsheng
    Zhao, Yingsheng
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (15)
  • [34] Visible-Light-Induced Site-Selective Difunctionalization of 2,3-Dihydrofuran with Quinoxalin-2(1H)-ones and Peroxides
    Li, Laiqiang
    Gao, Yanhui
    Wang, Lei
    Sun, Mingli
    Liu, Jie
    Li, Pinhua
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (20)
  • [35] Recent Developments in Direct C-H Functionalization of Quinoxalin-2(1H)-Ones via Heterogeneous Catalysis Reactions
    Yang, Qiming
    Wang, Hu
    Wang, Xiang
    Lei, Yizhu
    MOLECULES, 2023, 28 (13):
  • [36] Visible light photoredox-catalyzed phosphorylation of quinoxalin-2(1H)- ones
    Kim, Yubin
    Kim, Dae Young
    TETRAHEDRON LETTERS, 2018, 59 (25) : 2443 - 2446
  • [37] Metal-Free Direct C-H Cyanoalkylation of Quinoxalin-2(1H)-Ones by Organic Photoredox Catalysis
    Zhang, Wei
    Pan, Yu-Liang
    Yang, Chen
    Chen, Li
    Li, Xin
    Cheng, Jin-Pei
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (12): : 7786 - 7795
  • [38] Metal-Free Direct C-H Functionalization of Quinoxalin-2(1H)-Ones to Produce 3-Vinylated Quinoxalin-2(1H)-Ones in the Presence of Alkenes
    Ding, Rongcai
    Li, Yingxue
    Chang, Yaoyao
    Liu, Yue
    Yu, Jie
    Lv, Yanna
    Hu, Jinxing
    FRONTIERS IN CHEMISTRY, 2021, 9
  • [39] Merging Visible-Light Photoredox and Organoamine Catalysis for the C-3 Difluoroalkylation of Quinoxalin-2(1H)-Ones
    Jin, Can
    Zhuang, Xiaohui
    Sun, Bin
    Li, Deyu
    Zhu, Rui
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (08) : 1490 - 1494
  • [40] Visible-Light-Induced Catalyzed C―H/N―H Cross Coupling of Quinoxalin-2(1H)-ones with Aliphatic Amines Using Mesoporous Graphitic Carbon Nitride
    Lin, Xueying
    Fan, Congxuan
    Cai, Mushou
    Song, Guangliang
    Zhu, Hongjun
    CHEMISTRYSELECT, 2025, 10 (07):
12345