Palladium-Catalyzed Dehydrogenative Coupling of Furans with Styrenes

被引:65
|
作者
Aouf, Chahinez [1 ]
Thiery, Emilie [1 ]
Le Bras, Jean [1 ]
Muzart, Jacques [1 ]
机构
[1] Univ Reims, Inst Chim Mol Reims, CNRS, UMR 6229,UFR Sci Exactes & Nat, F-51687 Reims 2, France
关键词
C-H ALKENYLATION; FREE NH-INDOLES; BOND FUNCTIONALIZATION; MOLECULAR-OXYGEN; OLEFINS; ARENES; ACTIVATION; OXIDANT; C3-ALKENYLATION; THIOPHENES;
D O I
10.1021/ol901570p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Under palladium(II)-catalyzed and oxidative conditions, the coupling of furans with styrenes leads to the formation of Heck-type products in medium to good yields. The reaction is highly regio- and stereoselective, giving trans-olefins predominantly.
引用
收藏
页码:4096 / 4099
页数:4
相关论文
共 50 条
  • [41] Palladium-catalyzed dehydrogenative polymerization between hydrosilanes and quinones or hydroquinone
    Reddy, PN
    Chauhan, EPS
    Hayashi, T
    Tanaka, M
    CHEMISTRY LETTERS, 2000, (03) : 250 - 251
  • [42] PALLADIUM-CATALYZED DIBENZOFURAN SYNTHESIS BY DEHYDROGENATIVE RING-CLOSURE
    SHIOTANI, A
    ITATANI, H
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (11): : 1236 - 1241
  • [43] Palladium-Catalyzed Direct Dehydrogenative Annulation of Ferrocenecarboxamides with Alkynes in Air
    Xie, Wucheng
    Li, Bin
    Xu, Shansheng
    Song, Haibin
    Wang, Baiquan
    ORGANOMETALLICS, 2014, 33 (09) : 2138 - 2141
  • [44] Palladium-Catalyzed Dehydrogenative Difunctionalization of Aminoalkenes with Aminals as Oxidants and Electrophiles
    Li, Lixin
    Zhou, Xibing
    Yu, Bangkui
    Huang, Hanmin
    ORGANIC LETTERS, 2017, 19 (17) : 4600 - 4603
  • [45] Heterogeneously Palladium-catalyzed Acceptorless Dehydrogenative Aromatization of Cyclic Amines
    Oyama, Takashi
    Yatabe, Takafumi
    Jin, Xiongjie
    Mizuno, Noritaka
    Yamaguchi, Kazuya
    CHEMISTRY LETTERS, 2019, 48 (06) : 517 - 520
  • [46] PALLADIUM-CATALYZED COUPLING OF A PROPARGYLGLYCINE DERIVATIVE
    CRISP, GT
    ROBERTSON, TA
    TETRAHEDRON, 1992, 48 (15) : 3239 - 3250
  • [47] Palladium-Catalyzed Dehydrogenative Cross-Couplings of Benzazoles with Azoles
    Han, Wei
    Mayer, Peter
    Ofial, Armin R.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (09) : 2178 - 2182
  • [48] Palladium-Catalyzed Aerobic Dehydrogenative Aromatization of Cyclohexanone Imines to Arylamines
    Hajra, Alakananda
    Wei, Ye
    Yoshikai, Naohiko
    ORGANIC LETTERS, 2012, 14 (21) : 5488 - 5491
  • [49] Palladium-catalyzed coupling of lactams with bromobenzenes
    Shakespeare, WC
    TETRAHEDRON LETTERS, 1999, 40 (11) : 2035 - 2038
  • [50] Palladium-catalyzed alkenylation by the Negishi coupling
    Negishi, E
    Hu, Q
    Huang, ZH
    Qian, MX
    Wang, GW
    ALDRICHIMICA ACTA, 2005, 38 (03) : 71 - 88