Efficient palladium-catalyzed synthesis of substituted indoles employing a new (silanyloxyphenyl)phosphine ligand

被引：30
|
作者：
Lavery, Christopher B. [1 ]
McDonald, Robert [2 ]
Stradiotto, Mark [1 ]
机构：
[1] Dalhousie Univ, Dept Chem, Halifax, NS B3H 4R2, Canada
[2] Univ Alberta, Dept Chem, Xray Crystallog Lab, Edmonton, AB T6G 2G2, Canada
来源：
CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 58期
基金：
加拿大自然科学与工程研究理事会;
关键词：
CROSS-COUPLING REACTIONS; BUCHWALD-HARTWIG AMINATION; ARYL CHLORIDES; AMINES; HETEROCYCLES; ARYLATION; CYCLIZATION; POTASSIUM; TOSYLATES; DALPHOS;
D O I：
10.1039/c2cc33071g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The new and easily prepared OTips-DalPhos ligand (L1) offers broad substrate scope at relatively low loadings in the palladium-catalyzed C-N cross-coupling/cyclization of o-alkynylhalo(hetero)arenes with primary amines, affording indoles and related heterocyclic derivatives in high yield.
引用
收藏
页码：7277 / 7279
页数：3
相关论文
共 50 条
  • [1] PALLADIUM-CATALYZED SYNTHESIS OF 2-SUBSTITUTED INDOLES
    RUDISILL, DE
    STILLE, JK
    JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (25): : 5856 - 5866
  • [2] Palladium-catalyzed synthesis of fused indoles
    Söderberg, BC
    Rector, SR
    O'Neil, SN
    TETRAHEDRON LETTERS, 1999, 40 (19) : 3657 - 3660
  • [3] A new hybrid phosphine ligand for palladium-catalyzed amination of aryl halides
    Suzuki, Ken
    Hori, Yoji
    Kobayashi, Tohru
    ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (05) : 652 - 656
  • [4] Efficient palladium-catalyzed N-arylation of indoles
    Old, DW
    Harris, MC
    Buchwald, SL
    ORGANIC LETTERS, 2000, 2 (10) : 1403 - 1406
  • [5] Palladium-catalyzed kumada reaction employing aminophosphine as ligand
    Zhang, Lin
    Cheng, Jiang
    Zhang, Weiwei
    Lin, Baoda
    Pan, Changduo
    Chen, Jing
    SYNTHETIC COMMUNICATIONS, 2007, 37 (19-21) : 3809 - 3814
  • [6] PALLADIUM-CATALYZED ASYMMETRIC HYDROSILYLATION OF STYRENES WITH A NEW CHIRAL MONODENTATE PHOSPHINE LIGAND
    KITAYAMA, K
    UOZUMI, Y
    HAYASHI, T
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (15) : 1533 - 1534
  • [7] Palladium-catalyzed synthesis of substituted nitroolefins
    Chang, Meng-Yang
    Lin, Chung-Han
    Tai, Hang-Yi
    TETRAHEDRON LETTERS, 2013, 54 (24) : 3194 - 3198
  • [8] PALLADIUM-CATALYZED COUPLING OF 2-BROMOANILINES WITH VINYLSTANNANES - A REGIOCONTROLLED SYNTHESIS OF SUBSTITUTED INDOLES
    KROLSKI, ME
    RENALDO, AF
    RUDISILL, DE
    STILLE, JK
    JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06): : 1170 - 1176
  • [9] Palladium-catalyzed synthesis of substituted cyclopentenes
    Kohn, Benjamin
    Jarvo, Elizabeth
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 241
  • [10] PALLADIUM-CATALYZED REACTIONS IN THE SYNTHESIS OF 3-SUBSTITUTED AND 4-SUBSTITUTED INDOLES .4.
    HEGEDUS, LS
    SESTRICK, MR
    MICHAELSON, ET
    HARRINGTON, PJ
    JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (17): : 4141 - 4146
12345