Aerobic Transition-Metal-Free Visible-Light Photoredox Indole C-3 Formylation Reaction

被引：137
|
作者：
Li, Xiang [1 ]
Gu, Xiangyong [1 ]
Li, Yongjuan [1 ]
Li, Pixu [1 ]
机构：
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Jiangsu, Peoples R China
来源：
ACS CATALYSIS | 2014年 / 4卷 / 06期
关键词：
aerobic oxidation; visible light photoredox; indole formylation; Rose Bengal; transition-metal-free; C-H; ARYLATION; CATALYSIS; OXIDATION; FUNCTIONALIZATION; C3-FORMYLATION; PHOTOCATALYSIS;
D O I：
10.1021/cs5005129
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
An aerobic visible-light-promoted indole C-3 formylation reaction catalyzed by Rose Bengal has been developed. This transition-metal-free process employs molecular oxygen as the terminal oxidant and uses TMEDA as the one-carbon source through C-N bond cleavage. The reaction is compatible with a variety of functional groups.
引用
收藏
页码：1897 / 1900
页数：4
相关论文
共 50 条
  • [1] Visible-Light-Promoted Indole C-3 Formylation Using Eosin Y as a Photoredox Catalyst
    Zhao, Yin
    Li, Hongfang
    Yin, Shan
    Wu, Yandan
    Ni, Guanghui
    SYNLETT, 2022, 33 (07) : 659 - 663
  • [2] Hantzsch Ester as a Visible-Light Photoredox Catalyst for Transition-Metal-Free Coupling of Arylhalides and Arylsulfinates
    Zhu, Da-Liang
    Wu, Qi
    Li, Hai-Yan
    Li, Hong-Xi
    Lang, Jian-Ping
    CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (16) : 3484 - 3488
  • [3] Visible-light photoredox-catalyzed carboxylation of benzyl halides with CO2: Mild and transition-metal-free
    Jing, Ke
    Wei, Ming-Kai
    Yan, Si-Shun
    Liao, Li-Li
    Niu, Ya-Nan
    Luo, Shu-Ping
    Yu, Bo
    Yu, Da-Gang
    CHINESE JOURNAL OF CATALYSIS, 2022, 43 (07) : 1667 - 1673
  • [4] Metal-Free Desulfonylation Reaction Through Visible-Light Photoredox Catalysis
    Yang, Deng-Tao
    Meng, Qing-Yuan
    Zhong, Jian-Ji
    Xiang, Ming
    Liu, Qiang
    Wu, Li-Zhu
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (33) : 7528 - 7532
  • [5] A Visible-Light-Promoted Aerobic Metal-Free C-3 Thiocyanation of Indoles
    Fan, Weigang
    Yang, Qi
    Xu, Fengshan
    Li, Pixu
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (21): : 10588 - 10592
  • [6] Transition-metal-free visible-light photoredox catalysis at room-temperature for decarboxylative fluorination of aliphatic carboxylic acids by organic dyes
    Wu, Xinxin
    Meng, Chunna
    Yuan, Xiaoqian
    Jia, Xiaotong
    Qian, Xuhong
    Ye, Jinxing
    CHEMICAL COMMUNICATIONS, 2015, 51 (59) : 11864 - 11867
  • [7] Metal-free, C-H arylation of indole and its derivatives with aryl diazonium salts by visible-light photoredox catalysis
    Zhang, Ying-Peng
    Feng, Xiao-Long
    Yang, Yun-Shang
    Cao, Bi-Xia
    TETRAHEDRON LETTERS, 2016, 57 (21) : 2298 - 2302
  • [8] Metal-free desilylative C-C bond formation by visible-light photoredox catalysis
    Uygur, Mustafa
    Danelzik, Tobias
    Mancheno, Olga Garcia
    CHEMICAL COMMUNICATIONS, 2019, 55 (20) : 2980 - 2983
  • [9] Transition metal-free phosphonocarboxylation of alkenes with carbon dioxide via visible-light photoredox catalysis
    Fu, Qiang
    Bo, Zhi-Yu
    Ye, Jian-Heng
    Ju, Tao
    Huang, He
    Liao, Li-Li
    Yu, Da-Gang
    NATURE COMMUNICATIONS, 2019, 10 (1)
  • [10] Transition metal-free phosphonocarboxylation of alkenes with carbon dioxide via visible-light photoredox catalysis
    Qiang Fu
    Zhi-Yu Bo
    Jian-Heng Ye
    Tao Ju
    He Huang
    Li-Li Liao
    Da-Gang Yu
    Nature Communications, 10
12345