Highly efficient copper-catalyzed nitro-mannich type reaction:: Cross-dehydrogenative-coupling between sp3 C-H bond and sp3 C-H bond

被引:517
作者
Li, ZP [1 ]
Li, CJ [1 ]
机构
[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
关键词
D O I
10.1021/ja050058j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel C-C bond formation method was developed via the cross-dehydrogenative-coupling (CDC) reaction catalyzed by using copper bromide in the presence of an oxidizing reagent, tert-BuOOH. The CDC reaction provides a simple and efficient catalytic method to construct β-nitroamine via the reaction between sp3 C-H and sp3 C-H bonds. Copyright © 2005 American Chemical Society.
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页码:3672 / 3673
页数:2
相关论文
共 36 条
  • [11] Dyker G, 1999, ANGEW CHEM INT EDIT, V38, P1699, DOI 10.1002/(SICI)1521-3773(19990614)38:12<1698::AID-ANIE1698>3.0.CO
  • [12] 2-6
  • [13] A new copper acetate-bis(oxazoline)-catalyzed, enantioselective Henry reaction
    Evans, DA
    Seidel, D
    Rueping, M
    Lam, HW
    Shaw, JT
    Downey, CW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (42) : 12692 - 12693
  • [14] Oxidative cross-coupling of acrylates with vinyl carboxylates catalyzed by a Pd(OAc)2/HPMoV/O2 system
    Hatamoto, Y
    Sakaguchi, S
    Ishii, Y
    [J]. ORGANIC LETTERS, 2004, 6 (24) : 4623 - 4625
  • [15] Catalytic functionalization of arenes and alkanes via C-H bond activation
    Jia, CG
    Kitamura, T
    Fujiwara, Y
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (08) : 633 - 639
  • [16] REACTIONS OF NITROPARAFFINS WITH PSEUDO BASES RELATED TO DIHYDROISOQUINOLINIUM HYDROXIDE
    LEONARD, NJ
    LEUBNER, GW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (10) : 3408 - 3411
  • [17] Catalytic enantioselective alkynylation of prochiral sp3 C-H bonds adjacent to a nitrogen atom
    Li, ZP
    Li, CJ
    [J]. ORGANIC LETTERS, 2004, 6 (26) : 4997 - 4999
  • [18] CuBr-catalyzed efficient alkynylation of sp3 C-H bonds adjacent to a nitrogen atom
    Li, ZP
    Li, CJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (38) : 11810 - 11811
  • [19] LIN YG, 1987, TETRAHEDRON LETT, V28, P3249
  • [20] Lucet D, 1998, ANGEW CHEM INT EDIT, V37, P2581, DOI 10.1002/(SICI)1521-3773(19981016)37:19<2580::AID-ANIE2580>3.0.CO