Photo-Induced Cross-Dehydrogenative Coupling of Quinoxalin-2(1H)-ones with Aldehydes under Metal Free Conditions without an External Photocatalyst

被引：1
|
作者：
Wang, Chunmiao [1 ]
Jiang, Jiangtao [1 ]
Wang, Min [1 ]
Zhu, Weichang [1 ]
Li, Pinhua [1 ]
机构：
[1] Anhui Polytech Univ, Coll Chem & Environm Engn, Wuhu 241000, Anhui, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 27卷 / 19期
关键词：
Quinoxalin-2(1H)-ones; Acylation; Aromatic aldehydes; Visible-light-induced reactions; Metal-free; DECARBOXYLATIVE ACYLATION; C3-H ACYLATION; INHIBITORS; DERIVATIVES; POTENT; DECADE; BONDS;
D O I：
10.1002/ejoc.202400162
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple strategy to 3-acylated quinoxalin-2(1H)-ones via a photo-induced cross-dehydrogenative coupling of quinoxalin-2(1H)-ones with commercially available aldehyde under metal free conditions without an external photocatalyst was developed. In this transformation, various 3-acylated quinoxalin-2(1H)-ones were generated in high yields with good functional-group tolerance.
引用
收藏
页数：5
相关论文
共 50 条
  • [41] Metal-Free Visible-Light-Induced C-H/C-H Cross-Dehydrogenative-Coupling of Quinoxalin-2(H)-ones with Simple Ethers
    Wei, Wei
    Wang, Leilei
    Yue, Huilan
    Bao, Pengli
    Liu, Weiwei
    Hu, Changsong
    Yang, Daoshan
    Wang, Hua
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2018, 6 (12): : 17252 - 17257
  • [42] tert-Butylhydroperoxide (TBHP) mediated oxidative cross-dehydrogenative coupling of quinoxalin-2(1H)-ones with 4-hydroxycoumarins, 4-hydroxy-6-methyl-2-pyrone and 2-hydroxy-1,4-naphthoquinone under metal-free conditions
    Sharma, Suraj
    Dutta, Nibedita Baruah
    Bhuyan, Mayurakhi
    Das, Babulal
    Baishya, Gakul
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (33) : 6537 - 6548
  • [43] Metal-Free C3 Hydroxylation of Quinoxalin-2(1H)-ones in Water
    Peng, Sha
    Hu, Die
    Hu, Jia-Li
    Lin, Ying-Wu
    Tang, Shan-Shan
    Tang, Hai-Shan
    He, Jun-Yi
    Cao, Zhong
    He, Wei-Min
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (24) : 5721 - 5726
  • [44] Transition Metal-Free Direct C-3 Arylation of Quinoxalin-2(1H)-ones with Arylamines under Mild Conditions
    Yuan, Jinwei
    Liu, Shuainan
    Qu, Lingbo
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (23) : 4197 - 4207
  • [45] Photocatalyst-Free Visible Light-Induced C(sp2)-H Arylation of Quinoxalin-2(1H)-ones and Coumarins
    Yu, Dingzhe
    Yang, Wenjing
    Chen, Shuicai
    Zhou, Cong-Ying
    Guo, Zhen
    CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (44)
  • [46] Metal-Free Trifluoroalkylation of Quinoxalin-2(1H)-ones with Unactivated Alkenes and Langlois' Reagent
    Meng, Na
    Wang, Leilei
    Liu, Qishun
    Li, Qinyu
    Lv, Yufen
    Yue, Huilan
    Wang, Xiaojuan
    Wei, Wei
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (11): : 6888 - 6896
  • [47] Metal-free C3 α-aminoalkylation of quinoxalin-2(1H)-ones with amines
    Jiang, Xinpeng
    Du, Xiaofan
    Chen, Keda
    Han, Hang
    Xu, Di
    Zhu, Binbing
    Jiang, Le
    Fang, Liyun
    Yu, Chuanming
    TETRAHEDRON LETTERS, 2021, 84
  • [48] Electrosynthesis of C3 Alkoxylated Quinoxalin-2(1H)-ones through Dehydrogenative C-H/O-H Cross-Coupling
    Jiang, Xinpeng
    Yang, Liechao
    Ye, Zenghui
    Du, Xiaofan
    Fang, Liyun
    Zhu, Yu
    Chen, Keda
    Li, Jianjun
    Yu, Chuanming
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (11) : 1687 - 1694
  • [49] Selectfluor-Mediated Direct C-H Phosphonation of Quinoxalin-2(1H)-ones under Base and Transition-Metal Free Conditions
    Mai, Wen-Peng
    Yuan, Jin-Wei
    Zhu, Jun-Liang
    Li, Qiang-Qiang
    Yang, Liang-Ru
    Xiao, Yong-Mei
    Mao, Pu
    Qu, Ling-Bo
    CHEMISTRYSELECT, 2019, 4 (37): : 11066 - 11070
  • [50] Remote C(sp3)-H heteroarylation of N-fluorocarboxamides with quinoxalin-2(1H)-ones under visible-light-induced photocatalyst-free conditions
    Xuan, Liangming
    Du, Ruyang
    Lei, Panpan
    Zhao, Wei
    Tan, Lixiang
    Ni, Chuanzhi
    Wang, Haifeng
    Yan, Qiongjiao
    Wang, Wei
    Chen, Fener
    GREEN CHEMISTRY, 2022, 24 (24) : 9475 - 9481
12345