Photoredox-Induced Three-Component Azido- and Aminotrifluoromethylation of Alkenes

被引：178
|
作者：
Dagousset, Guillaume [1 ]
Carboni, Aude [1 ]
Magnier, Emmanuel [2 ]
Masson, Geraldine [1 ]
机构：
[1] CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91198 Gif Sur Yvette, France
[2] Univ Versailles St Quentin, Inst Lavoisier Versailles, UMR 8180, F-78035 Versailles, France
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 16期
关键词：
VISIBLE-LIGHT PHOTOCATALYSIS; COPPER-CATALYZED TRIFLUOROMETHYLATION; CHIRAL PHOSPHORIC-ACID; SODIUM TRIFLUOROMETHANESULFINATE; MEDIATED TRIFLUOROMETHYLATION; ASYMMETRIC-SYNTHESIS; UNACTIVATED ALKENES; BOND FORMATION; EFFICIENT; HYDROTRIFLUOROMETHYLATION;
D O I：
10.1021/ol5021477
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report herein a photoredox-catalyzed azidotrifluoromethylation of alkenes. Under the optimized conditions using [Ru(bpy)(3)(PF6)(2)] as the photocatalyst and Umemoto's reagent as the CF3 source, a wide range of substituted styrenes as well as various activated and non-activated alkenes can readily be difunctionalized, affording beta-trifluoromethylated azides or amines in good yields.
引用
收藏
页码：4340 / 4343
页数：4
相关论文
共 50 条
  • [41] Three-component carboacylation of alkenes via cooperative nickelaphotoredox catalysis
    Wang, Dingyi
    Ackermann, Lutz
    CHEMICAL SCIENCE, 2022, 13 (24) : 7256 - 7263
  • [42] Three-Component Tandem Amidosulfenylation of Alkenes for the Synthesis of β-Succinimide Sulfides
    Yao, Lin
    Li, Wenjian
    Xiao, Fuhong
    Deng, Guo-Jun
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (19): : 13956 - 13966
  • [43] Catalytic three-component carboamination of unactivated alkenes with primary sulfonamides
    Zhang, Ying
    Li, Kai-Dian
    Zhou, Chang-Quan
    Xing, Zhi-Xi
    Huang, Huan-Ming
    GREEN CHEMISTRY, 2024, 26 (20)
  • [44] Halogenation of Alkenes Using Three-Component Reactions: A Decade of Development
    Zeng, Rongliang
    Zhang, Li
    Huang, Dayun
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 27 (33)
  • [45] Copper-Catalyzed Three-Component Carboboration of Alkynes and Alkenes
    Yoshida, Hiroto
    Kageyuki, Ikuo
    Takaki, Ken
    ORGANIC LETTERS, 2013, 15 (04) : 952 - 955
  • [46] Three-Component Olefin Dicarbofunctionalization Enabled by Nickel/Photoredox Dual Catalysis
    Campbell, Mark W.
    Compton, Jordan S.
    Kelly, Christopher B.
    Molander, Gary A.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (51) : 20069 - 20078
  • [47] Photoredox Catalytic Three-Component Amidoazidation of 1,3-Dienes
    Forster, Dan
    Guo, Weisi
    Wang, Qian
    Zhu, Jieping
    ACS CATALYSIS, 2021, 11 (17) : 10871 - 10877
  • [48] Copper-Catalyzed Three-Component Azidotrifluoromethylation/Difunctionalization of Alkenes
    Yang, Mingbo
    Wang, Wenlu
    Liu, Yin
    Feng, Lijie
    Ju, Xuexia
    CHINESE JOURNAL OF CHEMISTRY, 2014, 32 (09) : 833 - 837
  • [49] Copper-Catalyzed Three-Component Germyl Peroxidation of Alkenes
    Luo, Yani
    Xu, Boxia
    Lv, Leiyang
    Li, Zhiping
    ORGANIC LETTERS, 2022, 24 (12) : 2425 - 2430
  • [50] Organic-photoredox-catalyzed three-component sulfonylative pyridylation of styrenes
    Wang, Fang
    Qin, Jian
    Zhu, Shengqing
    Chu, Lingling
    RSC ADVANCES, 2021, 11 (01) : 142 - 146
12345