Visible-Light-Initiated Cross-Dehydrogenative Coupling of Quinoxalin-2(1H)-ones and Simple Amides with Air as an Oxidant

被引：81
作者：
Xie, Long -Yong [1 ]
Hu, Jia-Li [1 ]
Song, Yan-Xi [1 ]
Jia, Guo-Kai [1 ]
Lin, Ying-Wu [3 ]
He, Jun-Yi [2 ]
Cao, Zhong [2 ]
He, Wei-Min [1 ]
机构：
[1] Hunan Univ Sci & Engn, Dept Chem, Yangzi Tang Rd 130, Yongzhou 425100, Peoples R China
[2] Changsha Univ Sci & Technol, Hunan Prov Key Lab Mat Protect Elect Power & Tran, Wanjiali Rd 960, Changsha 410114, Hunan, Peoples R China
[3] Univ South China, Sch Chem & Chem Engn, Changshen Rd 28, Hengyang 421001, Peoples R China
来源：
ACS SUSTAINABLE CHEMISTRY & ENGINEERING | 2019年 / 7卷 / 24期
关键词：
quinoxalin-2(1H)-ones; amidation; visible-light catalysis; ambient air; metal free; ARYLATION; QUINOXALIN-2(H)-ONES; TRIFLUOROMETHYLATION; PHOSPHONATION; CYCLIZATION; PHOTOREDOX; ALKYLATION; AMINATION; SALTS;
D O I：
10.1021/acssuschemeng.9b05715
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
By using ambient air as an oxidant, various N-acylated 3-aminoquinoxalin-2(1H)-ones were efficiently synthesized through visible-light-promoted rhodamine B-catalyzed amidation reaction of quinoxalin-2(1H)-ones and amides under metal-free and strong oxidant-free conditions.
引用
收藏
页码：19993 / +
页数：13
相关论文
共 50 条
  • [21] Visible Light-Mediated, Acid-Catalyzed, C-N Cross Dehydrogenative Coupling of Quinoxalin-2(1H)-ones with Carbazoles and Amides: Access to Fluorescent Probes Featuring Aggregate Induced Emission
    Dixit, Vikas
    Jain, Nidhi
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (24) : 4684 - 4691
  • [22] Visible-light-induced C-H arylation of quinoxalin-2(1H)-ones in H2O
    Bao, Hanyang
    Lin, Ziyun
    Jin, Mengshi
    Zhang, Hongdou
    Xu, Jun
    Chen, Bajin
    Li, Wanmei
    TETRAHEDRON LETTERS, 2021, 66
  • [23] Visible-light-induced three-component reaction of quinoxalin-2(1H)-ones, alkenes and CF3SO2Na leading to 3-trifluoroalkylated quinoxalin-2(1H)-ones
    Meng, Na
    Lv, Yufen
    Liu, Qishun
    Liu, Ruisheng
    Zhao, Xiaohui
    Wei, Wei
    CHINESE CHEMICAL LETTERS, 2021, 32 (01) : 258 - 262
  • [24] Visible-Light Promoted Regioselective Oxygenation of Quinoxalin-2(1H)-ones Using O2 as an Oxidant
    Sau, Sudip
    Mal, Prasenjit
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (21) : 14565 - 14579
  • [25] Visible-Light-Induced Direct C-H Amination of Quinoxalin-2(1H)-ones
    Liu, Yanpeng
    Pei, Congcong
    Chen, Xiaoyu
    Zhang, Jianye
    Li, Jingya
    Zou, Dapeng
    Wu, Yangjie
    Wu, Yusheng
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (05) : 709 - 714
  • [26] Metal-free oxidative coupling of quinoxalin-2(1H)-ones with arylaldehydes leading to 3-acylated quinoxalin-2(1H)-ones
    Yuan, Jin-Wei
    Fu, Jun-Hao
    Liu, Shuai-Nan
    Xiao, Yong-Mei
    Mao, Pu
    Qu, Ling-Bo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (17) : 3203 - 3212
  • [27] Photo-Mediated Decarboxylative Cross Coupling of Quinoxalin-2(1H)-ones with Aliphatic Carboxylic Acids in Aqueous Solution: Synthesis of Alkylated Quinoxalin-2(1H)-ones and Preliminary Antifungal Evaluation Against Magnaporthe Grisea
    Shao, Manyu
    Liang, Hanbin
    Liu, Yun-Lin
    Qin, Weiwei
    Li, Zhaodong
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 9 (05) : 782 - 787
  • [28] Visible-light-induced tandem reaction of quinoxalin-2(1H)-ones, alkenes, and sulfonyl chlorides
    Lu, Yaru
    Li, Meng
    Feng, Qianqian
    Zhang, Ziqin
    Zhang, Zhenting
    Lu, Kui
    Liu, Zhengyu
    Zhao, Xia
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (33) : 6799 - 6809
  • [29] Electrochemical Hydroalkylation of Quinoxalin-2(1H)-ones with Alkyl Halides
    Qiu, Zhihong
    Huang, Xianting
    Wu, Jintao
    Liu, Zhong-Quan
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (03) : 318 - 322
  • [30] C-H benzylation of quinoxalin-2(1H)-ones via visible-light riboflavin photocatalysis
    Yan, Qiuli
    Cui, Wenwen
    Li, Junxin
    Xu, Guiyun
    Song, Xiuyan
    Lv, Jian
    Yang, Daoshan
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (10): : 2653 - 2658
12345