Photoredox-Catalyzed Trifluoromethylative Intramolecular Cyclization: Synthesis of CF3-Containing Heterocyclic Compounds

被引：30
|
作者：
Han, Hong Sik [1 ,2 ]
Oh, Eun Hye [2 ,3 ]
Jung, Young-Sik [1 ,2 ]
Han, Soo Bong [1 ,2 ]
机构：
[1] Univ Sci & Technol, Dept Med & Pharmaceut Chem, 217 Gajeongro, Yuseong 34113, Daejeon, South Korea
[2] Korea Res Inst Chem Technol, Div Bio & Drug Discovery, 141 Gajeongro, Yuseong 34114, Daejeon, South Korea
[3] Korea Univ, Dept Chem, 145 Anam Ro, Seoul 02841, South Korea
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 07期
关键词：
ASYMMETRIC HYDROGENATION; FACILE ACCESS; LIGHT; DERIVATIVES; ALKYNES; DESIGN; HETEROARENES; CONSTRUCT; FLUORINE;
D O I：
10.1021/acs.orglett.8b00648
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A general photoredox-catalyzed intramolecular cyclization was developed for the synthesis of trifluoromethylated heterocydic compounds. The reaction proceeded smoothly under mild photocatalytic conditions with high functional group tolerance, allowing the preparation of oxygen-, sulfur-, or nitrogen-containing heterocycles of different sizes. The broad.,substrate scope demonstrated the complexity-building potential of the strategy.
引用
收藏
页码：1698 / 1702
页数：5
相关论文
共 50 条
  • [21] Enantioselective intramolecular tandem cyclization of o-alkynylbenzamides: generation of enantioenriched CF3-containing spiro-isoindolinone-indoles
    Li, Wenzhe
    Li, Min
    Yang, Shuang
    Yan, Yingkun
    Zhang, Xiaomei
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (09) : 2591 - 2599
  • [22] Synthesis of new CF3-containing pyridazinone and lactam derivatives
    Dinoiu, Vasile
    REVUE ROUMAINE DE CHIMIE, 2006, 51 (7-8) : 623 - 628
  • [23] Synthesis of CF3-containing β-hetaryl-substituted enones
    A. L. Krasovsky
    S. A. Pissarev
    V. G. Nenajdenko
    E. S. Balenkova
    Russian Chemical Bulletin, 2003, 52 : 1791 - 1796
  • [24] Copper-catalyzed intermolecular cyanotrifluoromethylation of alkenes: Convenient synthesis of CF3-containing alkyl nitriles
    Liang, Zhaoli
    Wang, Fei
    Chen, Pinhong
    Liu, Guosheng
    JOURNAL OF FLUORINE CHEMISTRY, 2014, 167 : 55 - 60
  • [25] Synthesis of CF3-containing β-hetaryl-substituted enones
    Krasovsky, AL
    Pissarev, SA
    Nenajdenko, VG
    Balenkova, ES
    RUSSIAN CHEMICAL BULLETIN, 2003, 52 (08) : 1791 - 1796
  • [26] A new method for the synthesis of CF3-containing aminovinyl ketones
    A. L. Krasovsky
    V. G. Nenajdenko
    E. S. Balenkova
    Russian Chemical Bulletin, 2001, 50 : 1395 - 1400
  • [27] Photoredox-catalyzed chloroalkylation and dimerization of styrenes with CF3CCl3 and CCl4
    Zhou, Minqi
    Wang, Fang
    Zhang, Xiao-Hong
    Tu, Hai-Yong
    Zhang, Xing-Guo
    JOURNAL OF FLUORINE CHEMISTRY, 2018, 215 : 10 - 16
  • [28] Photoredox-Catalyzed Cascade Radical Cyclization of Ester Arylpropiolates with CF3SO2CI To Construct 3-Trifluoromethyl Coumarin Derivatives
    Chen, Long
    Wu, Lianlian
    Duan, Weijie
    Wang, Tao
    Li, Letian
    Zhang, Keke
    Zhu, Jingmei
    Peng, Zhi
    Xiong, Fei
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (15): : 8607 - 8614
  • [29] Synthesis of Phenanthrenes through Visible-Light Photoredox Catalyzed Intramolecular Cyclization of -Bromochalcones
    Nagode, Savita B.
    Kant, Ruchir
    Rastogi, Namrata
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (13) : 1533 - 1537
  • [30] A facile synthesis of CF3-containing iminoisobenzofurans via copper-catalyzed oxygen trifluoromethylation-cyclization of o-vinyl-N-alkylamide
    Gao, Shuo
    Zhou, Qiwang
    Liu, Zilin
    Xie, Shengxing
    Yang, Di
    Zhang, Kaiyuan
    Zhang, Zhenhua
    RSC ADVANCES, 2025, 15 (05) : 3273 - 3277
12345