Copper-catalyzed arylation of amines using diphenyl pyrrolidine-2-phosphonate as the new ligand

被引:126
作者
Rao, HH
Fu, H [1 ]
Jiang, YY
Zhao, YF
机构
[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorous Chem & Chem Biol, Beijing 100084, Peoples R China
[2] Tsing Hua Univ, Grad Sch Shenzhen, Key Lab Chem Biol, Shenzhen 518057, Peoples R China
关键词
D O I
10.1021/jo051221w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed a general, efficient, and inexpensive catalyst system for arylation of amines by using 10 mol % of CuI as the copper source, 20 mol % of diphenyl pyrrolidine-2-phosphonate (DPP) as the ligand, K3PO4 as the base, and DMF containing 2% water (v/v) as the solvent.
引用
收藏
页码:8107 / 8109
页数:3
相关论文
共 33 条
  • [1] The copper-catalyzed N-arylation of indoles
    Antilla, JC
    Klapars, A
    Buchwald, SL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (39) : 11684 - 11688
  • [2] Copper in cross-coupling reactions - The post-Ullmann chemistry
    Beletskaya, IP
    Cheprakov, AV
    [J]. COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) : 2337 - 2364
  • [3] DIPEPTIDE PHOSPHONATES AS INHIBITORS OF DIPEPTIDYL PEPTIDASE-IV
    BODUSZEK, B
    OLEKSYSZYN, J
    KAM, CM
    SELZLER, J
    SMITH, RE
    POWERS, JC
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (23) : 3969 - 3976
  • [4] Bytschkov I, 2001, EUR J ORG CHEM, V2001, P4411
  • [5] The [Cu(OH)•TMEDA]2Cl2-catalyzed coupling of arylboronic acids with imidazoles in water
    Collman, JP
    Zhong, M
    Zeng, L
    Costanzo, S
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (04) : 1528 - 1531
  • [6] Application of a diphosphinidenecyclobutene ligand in the solvent-free copper-catalysed amination reactions of aryl halides
    Gajare, AS
    Toyota, K
    Yoshifuji, M
    Ozawa, F
    [J]. CHEMICAL COMMUNICATIONS, 2004, (17) : 1994 - 1995
  • [7] Solvent free amination reactions of aryl bromides at room temperature catalyzed by a (π-allyl)palladium complex bearing a diphosphinidenecyclobutene ligand
    Gajare, AS
    Toyota, K
    Yoshifuji, M
    Ozawa, F
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (19) : 6504 - 6506
  • [8] Formation of aryl-nitrogen, aryl-oxygen, and aryl-carbon bonds using well-defined copper(I)-based catalysts
    Gujadhur, RK
    Bates, CG
    Venkataraman, D
    [J]. ORGANIC LETTERS, 2001, 3 (26) : 4315 - 4317
  • [9] Hartwig JF, 1998, ANGEW CHEM INT EDIT, V37, P2046, DOI 10.1002/(SICI)1521-3773(19980817)37:15<2046::AID-ANIE2046>3.0.CO
  • [10] 2-L