Visible-light-promoted Cascade Reaction of Acryloylbenzamides with Carboxylic Acids: Metal-free Synthesis of Isoquinolinediones

被引:7
作者
Cai, Xingxing [1 ]
Fu, Jiahui [1 ]
Gu, Li [1 ]
Cheng, Dongping [2 ]
Wang, Hong [1 ]
Xu, Xiaoliang [1 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China
[2] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
关键词
Acryloylbenzamides; Decarboxylation; Isoquinolinediones; Radical reaction; Visible light; PHOTOREDOX CATALYSIS; RNASE-H; DECARBOXYLATION; INHIBITORS; DESIGN;
D O I
10.1002/ajoc.202200318
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A metal-free and mild cascade reaction of acryloylbenzamides with carboxylic acids and alpha-imino oxy acid is developed. It undergoes decarboxylation, radical addition, and intramolecular cyclization in the presence of visible light, providing 4-substituted-isoquinoline-1,3(2H,4H)-diones in moderate to good yields.
引用
收藏
页数:7
相关论文
共 50 条
  • [41] Metal-free catalyst for the visible-light-induced photocatalytic synthesis of quinazolinones
    Wang, Rongzhou
    Liu, Shiyuan
    Li, Longfei
    Song, Ao
    Yu, Shengsheng
    Zhuo, Shuping
    Xing, Ling-Bao
    MOLECULAR CATALYSIS, 2021, 509
  • [42] Decarboxylation of indole-3-carboxylic acids under metal-free conditions
    Chen, Xia
    Zhou, Xiao-Yu
    SYNTHETIC COMMUNICATIONS, 2020, 50 (06) : 805 - 812
  • [43] Microwave-Assisted Metal-Free Decarboxylative Iodination/Bromination of Isoxazole-4-carboxylic Acids
    Barak, Dinesh S.
    Dahatonde, Dipak J.
    Batra, Sanjay
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (11) : 2149 - 2154
  • [44] Visible light-promoted metal-free aerobic oxyphosphorylation of olefins: A facile approach to β-ketophosphine oxides
    Shi, Yun
    Chen, Rongshun
    Guo, Kang
    Meng, Fei
    Cao, Shujun
    Gu, Chen
    Zhu, Yingguang
    TETRAHEDRON LETTERS, 2018, 59 (21) : 2062 - 2065
  • [45] Visible-Light-Promoted Intramolecular Annulation of 2-Alkynylbiphenyl Compounds to Synthesize 9-Sulfenylphenanthrenes Under Metal-Free and Additive-Free Conditions
    Ma, Tao
    Bian, Mixue
    Lin, Xinxin
    Yang, Zhao
    Yang, Xiaobing
    Duan, Jindian
    Zhu, Ning
    Liu, Chengkou
    Fang, Zheng
    Guo, Kai
    CHEMPHOTOCHEM, 2022, 6 (11)
  • [46] Visible-Light-Promoted Switchable Synthesis of C-3-Functionalized Quinoxalin-2(1H)-ones
    Aganda, Kim Christopher C.
    Hong, Boseok
    Lee, Anna
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (05) : 1443 - 1448
  • [47] Visible Light-Mediated Photocatalytic Metal-Free Cross-Coupling Reaction of Alkenyl Carboxylic Acids with Diarylphosphine Oxides Leading to β-Ketophosphine Oxides
    Qian, Hai-Feng
    Li, Cheng-Kun
    Zhou, Zhi-Hao
    Tao, Ze-Kun
    Shoberu, Adedamola
    Zou, Jian-Ping
    ORGANIC LETTERS, 2018, 20 (18) : 5947 - 5951
  • [48] Visible-Light-Promoted Synthesis of Arylthiopyrimidines through Oxidative Coupling of Pyrimidine Disulfides with Arylhydrazines
    Zhao, Xue-Jun
    Wang, Wen-Peng
    Zhang, Bo-Sheng
    Quan, Zheng-Jun
    Wang, Xi-Cun
    CHEMISTRYSELECT, 2022, 7 (17):
  • [49] Visible-light-promoted aerobic oxidative hydroxylation of arylboronic acids in water by hydrophilic organic semiconductor
    Yu, Kunyi
    Zhang, Hanjie
    Sheng, Yuqiang
    Zhu, Yongfa
    TETRAHEDRON LETTERS, 2020, 61 (28)
  • [50] Visible-Light-Promoted Carboimination of Unactivated Alkenes for the Synthesis of Densely Functionalized Pyrroline Derivatives
    Cai, Sai-Hu
    Xie, Jia-Hao
    Song, Shengjin
    Ye, Lu
    Feng, Chao
    Loh, Teck-Peng
    ACS CATALYSIS, 2016, 6 (08): : 5571 - 5574