Visible-light-promoted azidation/arylation of unactivated alkenes with Togni-N3via electron donor-acceptor complexes

被引:0
|
作者
Xie, Peng [1 ]
Gao, Yue [1 ]
Wu, Chenqi [1 ]
Cheng, Peidong [3 ]
Zhang, Yong [2 ]
Sun, Song [3 ]
机构
[1] Suzhou Polytech Inst Agr, Fac Food Sci & Technol, Suzhou 215008, Peoples R China
[2] Suzhou Ind Pk Inst Serv & Outsourcing, Suzhou 215123, Jiangsu, Peoples R China
[3] Changzhou Univ, Adv Catalysis & Green Mfg Collaborat Innovat Ctr, Sch Petrochem Engn, Changzhou 213164, Peoples R China
关键词
AZIDATION; STYRENES; ACIDS; ALDEHYDES; AZIDES;
D O I
10.1039/d4ob01861c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A visible-light-promoted azidation/arylation of unactivated alkenes with Togni-N3 has been achieved, leading to a series of azidated pyrrolo[1,2-a]indoles under photocatalyst-free conditions. Notably, an EDA complex derived from the electron-rich indole derivatives and Togni-N3 served as the key intermediate in this reaction.
引用
收藏
页码:1607 / 1611
页数:5
相关论文
共 50 条
  • [31] Visible-Light-Promoted Electron Donor-Acceptor Complex Enabled Decarboxylative Alkylation of Quinoxalin-2(1H)-ones and N-Hydroxyphthalimide Esters with Na2S as a Catalytic Donor
    Song, Hai-Yang
    Zhang, Zhuo-Tao
    Tan, Hong-Yu
    Lu, Yu-Han
    Yang, Tian-Bao
    Chen, Jin-Yang
    Ji, Hong-Tao
    He, Wei-Min
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (02)
  • [32] Photoinduced catalyst-free difluoromethylation-cyclization of indole derivatives via electron donor-acceptor complexes under visible light
    Jin, Hong-Xian
    Zhu, Yuping
    Zhang, Jie
    Zhang, Yun-Peng
    Zhu, Ling
    Long, Lipeng
    Chen, Zhengwang
    Luo, Haiqing
    Yu, Daohong
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (20): : 5762 - 5768
  • [33] Visible Light-Driven Catalyst-Free Amination of Indoles Initiated by Electron Donor-Acceptor Complexes
    Sui, Jiahong
    Yang, Zhonglie
    Li, Shuangqiao
    Chen, Xueqin
    Zhang, Xiaobin
    Shen, Qing
    Jiang, Hezhong
    Li, Jiahong
    CHINESE JOURNAL OF CHEMISTRY, 2023, 41 (12): : 1485 - 1490
  • [34] Visible-Light Driven, Metal-Free Hydroalkylation of Alkenes Mediated by Electron Donor-Acceptor Complex Using Benzothiazolines
    Uchikura, Tatsuhiro
    Fujii, Tatsuya
    Moriyama, Kaworuko
    Akiyama, Takahiko
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2021, 94 (12) : 2962 - 2966
  • [35] Visible light-promoted, photocatalyst-free decarboxylative alkylation of 2H-indazoles via electron donor-acceptor complex activation
    Wang, Jin
    Song, Qingyuan
    He, Xing
    Ma, Chunhua
    Jiang, Yuqin
    Fan, Jing
    NEW JOURNAL OF CHEMISTRY, 2022, 46 (34) : 16436 - 16439
  • [36] Visible Light-Promoted Mono-Bromination of Aniline Derivatives and Nitrogen-Containing Heterocyclic Compounds via Electron Donor-Acceptor Complex
    Sun, Wenmo
    Yang, Wenjing
    Cheng, Hongying
    Zhou, Cong-Ying
    Guo, Zhen
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 13 (09)
  • [37] A visible-light-catalyzed sulfonylation reaction of an aryl selenonium salt via an electron donor-acceptor complex
    Wang, Yuqing
    Zhao, Liang
    Hao, Xinyu
    Jin, Kun
    Zhang, Rong
    Duan, Chunying
    Li, Yaming
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (12) : 2451 - 2455
  • [38] Visible-Light-Driven Synthesis of Aryl Xanthates and Aryl Dithiocarbamates via an Electron Donor-Acceptor Complex
    Zhang, Mingjun
    Wang, Beibei
    Cao, Yunpeng
    Liu, Yuxiu
    Wang, Ziwen
    Wang, Qingmin
    ORGANIC LETTERS, 2022, 24 (48) : 8895 - 8900
  • [39] Visible-Light-Promoted and Electron Donor-Acceptor Complex-Driven Double Csp2-H Bond Functionalization of 2-Arylindoles: A Strategy for the Synthesis of Benzo[a]carbazoles
    Chen, Ziren
    Xue, Fei
    Feng, Wanting
    Zhang, Zuozhi
    Wang, Bin
    Zhang, Yonghong
    Jin, Weiwei
    Xia, Yu
    Liu, Chenjiang
    ORGANIC LETTERS, 2024, 26 (36) : 7614 - 7619
  • [40] Visible-light-driven C(sp2)-H arylation of phenols with arylbromides enabled by electron donor-acceptor excitation
    Da-Liang Zhu
    Jiang, Shan
    Young, David James
    Wu, Qi
    Hai-Yan Li
    Hong-Xi Li
    CHEMICAL COMMUNICATIONS, 2022, 58 (22) : 3637 - 3640