Pd(II)-catalyzed intermolecular 1,2-diamination of conjugated dienes

被引:258
作者
Bar, GLJ [1 ]
Lloyd-Jones, GC [1 ]
Booker-Milburn, KI [1 ]
机构
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
关键词
D O I
10.1021/ja051181d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A Pd(II) chloride precatalyst, in the presence of 1 equiv of benzoquinone, effects highly efficient, regioselective 1,2-diamination of 1,3-dienes using dialkyl ureas under mild conditions. There is no requirement for a large excess of diene. Copyright © 2005 American Chemical Society.
引用
收藏
页码:7308 / 7309
页数:2
相关论文
共 15 条
  • [1] PALLADIUM(II)-PROMOTED 1,4-DIAMINATION OF 1,3-DIENES - STEREOCHEMISTRY OF AMINATION OF A PI-ALLYLPALLADIUM COMPLEX
    AKERMARK, B
    BACKVALL, JE
    LOWENBORG, A
    ZETTERBERG, K
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 166 (02) : C33 - C36
  • [2] PALLADIUM-PROMOTED ADDITION OF AMINES TO ISOLATED DOUBLE-BONDS
    AKERMARK, B
    BACKVALL, JE
    HEGEDUS, LS
    ZETTERBE.K
    SIIRALAH.K
    SJOBERG, K
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 72 (01) : 127 - 138
  • [3] BACKVALL JE, 1978, TETRAHEDRON LETT, V163
  • [4] Ritter-type reactions of N-chlorosaccharin:: A method for the electrophilic diamination of alkenes
    Booker-Milburn, KI
    Guly, DJ
    Cox, B
    Procopiou, PA
    [J]. ORGANIC LETTERS, 2003, 5 (18) : 3313 - 3315
  • [5] Aerobic oxidative amination of unactivated alkenes catalyzed by palladium
    Brice, JL
    Harang, JE
    Timokhin, VI
    Anastasi, NR
    Stahl, SS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (09) : 2868 - 2869
  • [6] Direct electrophilic diamination of functionalized alkenes without the use of any metal catalysts
    Chen, DJ
    Timmons, C
    Wei, HX
    Li, GG
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (14) : 5742 - 5745
  • [7] PALLADIUM(II)-ASSISTED REACTIONS OF MONOOLEFINS
    HEGEDUS, LS
    [J]. TETRAHEDRON, 1984, 40 (13) : 2415 - 2434
  • [8] Organolanthanide-catalyzed hydroamination
    Hong, S
    Marks, TJ
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2004, 37 (09) : 673 - 686
  • [9] Unusually large primary 2H/1H kinetic isotope effects accompanying a syn-β-H elimination reaction in a σ-alkyl palladium complex
    Lloyd-Jones, GC
    Slatford, PA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (09) : 2690 - 2691
  • [10] Lucet D, 1998, ANGEW CHEM INT EDIT, V37, P2581, DOI 10.1002/(SICI)1521-3773(19981016)37:19<2580::AID-ANIE2580>3.0.CO