Metal-free cascade cyclization of alkenes toward perfluorinated oxindoles

被引:42
|
作者
Tang, Shi [1 ,3 ]
Li, Zhi-Hao [1 ]
Wang, Ming-Wei [1 ]
Li, Zhi-Ping [1 ]
Sheng, Rui-Long [2 ]
机构
[1] Jishou Univ, Coll Chem & Chem Engn, Jishou 416000, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
[3] Cent S Univ, Coll Chem & Chem Engn, Changsha 410083, Hunan, Peoples R China
基金
中国博士后科学基金; 中国国家自然科学基金;
关键词
COPPER-CATALYZED TRIFLUOROMETHYLATION; N-ARYLACRYLAMIDES; RADICAL-ADDITION; CF3-CONTAINING OXINDOLES; ACTIVATED ALKENES; BOND FORMATION; PERFLUOROALKYLATION; IODIDES; FLUOROALKYLATION; CONSTRUCTION;
D O I
10.1039/c5ob00454c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple AIBN-mediated cyclization reaction of activated alkenes toward perfluorinated oxindoles is developed. In the presence of readily available AIBN, N-arylacrylamide and perfluoroalkyl iodides underwent perfluorination reaction to give perfluorinated oxindoles in good to excellent yields under metal-free conditions.
引用
收藏
页码:5285 / 5288
页数:4
相关论文
共 50 条
  • [21] Metal-free amination of alkenes based on maleimides
    Shen, Li-Wen
    Lei, Shuang-Ling
    Wang, Hong-Yan
    Wang, Xin
    Lu, Lin-Mu
    Wang, Guang-Wei
    Jia, Yun-Qing
    Xiang, Min
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2025,
  • [22] Metal-Free Highly Regioselective Aminotrifluoroacetoxylation of Alkenes
    Lovick, Helena M.
    Michael, Forrest E.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (04) : 1249 - +
  • [23] Metal-free intermolecular aminochlorination of unactivated alkenes
    Zhu, Nengbo
    Li, Yajun
    Bao, Hongli
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (08): : 1303 - 1307
  • [24] Metal-free radical cascade chloromethylation of unactivated alkenes: synthesis of polychloro-substituted indolines
    Pan, Changduo
    Gao, Du
    Yang, Zhenkun
    Wu, Chao
    Yu, Jin-Tao
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (32) : 5752 - 5755
  • [25] Metal-free electrochemical dihydroxylation of unactivated alkenes
    Liu, Min
    Feng, Tian
    Wang, Yanwei
    Kou, Guangsheng
    Wang, Qiuyan
    Wang, Qian
    Qiu, Youai
    NATURE COMMUNICATIONS, 2023, 14 (01)
  • [26] A Versatile Metal-Free Intermolecular Aminochlorination of Alkenes
    Martinez, Claudio
    Muniz, Kilian
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (01) : 205 - 211
  • [27] Metal-free electrochemical dihydroxylation of unactivated alkenes
    Min Liu
    Tian Feng
    Yanwei Wang
    Guangsheng Kou
    Qiuyan Wang
    Qian Wang
    Youai Qiu
    Nature Communications, 14
  • [28] Metal-free catalytic vicinal diamination of alkenes
    Muniz, Kilian
    PURE AND APPLIED CHEMISTRY, 2013, 85 (04) : 755 - 761
  • [29] Metal-free syn-dioxygenation of alkenes
    Rawling, Michael J.
    Tomkinson, Nicholas C. O.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (09) : 1434 - 1440
  • [30] Mixed diboration of alkenes in a metal-free context
    Miralles, Nuria
    Cid, Jessica
    Cuenca, Ana B.
    Carbo, Jorge J.
    Fernandez, Elena
    CHEMICAL COMMUNICATIONS, 2015, 51 (09) : 1693 - 1696