Metal-free diamination of alkenes employing bromide catalysis

被引:71
|
作者
Chavez, Patricia [1 ]
Kirsch, Jonathan [1 ]
Hoevelmann, Claas H. [1 ]
Streuff, Jan [2 ]
Martinez-Belmonte, Marta [1 ]
Escudero-Adan, Eduardo C. [1 ]
Martin, Eddy [1 ]
Muniz, Kilian [1 ,3 ]
机构
[1] Inst Chem Res Catalonia ICIQ, E-43007 Tarragona, Spain
[2] Univ Freiburg, D-79104 Freiburg, Germany
[3] Catalan Inst Res & Adv Studies ICREA, Barcelona 08010, Spain
关键词
CU(I)-CATALYZED REGIOSELECTIVE DIAMINATION; PROMOTED INTRAMOLECULAR DIAMINATION; ASYMMETRIC DIAMINATION; CONJUGATED DIENES; TERMINAL OLEFINS; PD(0)-CATALYZED DIAMINATION; OXIDATIVE DIAMINATION; IODINE; 1,2-DIAMINATION; ACCESS;
D O I
10.1039/c2sc20242e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A unique metal-free intramolecular diamination of alkenes based on bromide catalysis is reported that uses only potassium bromide and sodium chlorite avoiding any use of transition metal. This unprecedented halide catalysis is of general applicability, uses economic reagents, can be conveniently up-scaled and proceeds under mild and selective conditions that surpass all conventional transition metals in scope.
引用
收藏
页码:2375 / 2382
页数:8
相关论文
共 50 条
  • [21] Metal-Free Highly Regioselective Aminotrifluoroacetoxylation of Alkenes
    Lovick, Helena M.
    Michael, Forrest E.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (04) : 1249 - +
  • [22] Metal-free intermolecular aminochlorination of unactivated alkenes
    Zhu, Nengbo
    Li, Yajun
    Bao, Hongli
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (08): : 1303 - 1307
  • [23] Metal-Free Carbonylations by Photoredox Catalysis
    Majek, Michal
    Jacobi von Wangelin, Axel
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (07) : 2270 - 2274
  • [24] 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)
  • [25] A Versatile Metal-Free Intermolecular Aminochlorination of Alkenes
    Martinez, Claudio
    Muniz, Kilian
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (01) : 205 - 211
  • [26] Metal-free electrochemical dihydroxylation of unactivated alkenes
    Min Liu
    Tian Feng
    Yanwei Wang
    Guangsheng Kou
    Qiuyan Wang
    Qian Wang
    Youai Qiu
    Nature Communications, 14
  • [27] Carbocatalysis: The State of "Metal-Free" Catalysis
    Chua, Chun Kiang
    Pumera, Martin
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (36) : 12550 - 12562
  • [28] Metal-free syn-dioxygenation of alkenes
    Rawling, Michael J.
    Tomkinson, Nicholas C. O.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (09) : 1434 - 1440
  • [29] Doped graphene for metal-free catalysis
    Kong, Xiang-Kai
    Chen, Chang-Le
    Chen, Qian-Wang
    CHEMICAL SOCIETY REVIEWS, 2014, 43 (08) : 2841 - 2857
  • [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