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
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 18期
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 35 条
  • [21] Pd/Cu-Catalyzed Oxidative C-H Alkenylation of Imidazo[1,2-a]pyridines
    Koubachi, Jamal
    Berteina-Raboin, Sabine
    Mouaddib, Abderrahim
    Guillaumet, Gerald
    [J]. SYNTHESIS-STUTTGART, 2009, (02): : 271 - 276
  • [22] Second- and inverse order pathways in the mechanism of orthopalladation of primary amines
    Kurzeev, SA
    Kazankov, GM
    Ryabov, AD
    [J]. INORGANICA CHIMICA ACTA, 2002, 340 : 192 - 196
  • [23] Pd-catalyzed ortho-selective oxidative coupling of halogenated acetanilides with acrylates
    Lee, GT
    Jiang, XL
    Prasad, K
    Repic, J
    Blacklock, TJ
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (15) : 1921 - 1924
  • [24] Palladium-catalyzed direct oxidative vinylation of thiophenes and furans under weakly basic conditions
    Maehara, Atsushi
    Satoh, Tetsuya
    Miura, Masahiro
    [J]. TETRAHEDRON, 2008, 64 (26) : 5982 - 5986
  • [25] PD(II)-CU(II)-CATALYZED SYNTHESIS OF MONOALKENYL-SUBSTITUTED AND DIALKENYL-SUBSTITUTED 5-MEMBERED AROMATIC HETEROCYCLES
    MARUYAMA, O
    YOSHIDOMI, M
    FUJIWARA, Y
    TANIGUCHI, H
    [J]. CHEMISTRY LETTERS, 1979, (10) : 1229 - 1230
  • [26] Catalytic oxidation of organic substrates by molecular oxygen and hydrogen peroxide by multistep electron transfer -: A biomimetic approach
    Piera, Julio
    Backvall, Jan-E.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (19) : 3506 - 3523
  • [27] Skapski A. C., 1970, CHEM COMMUN, P658
  • [28] Pd(OAc)2-catalyzed oxidative coupling reaction of benzenes with olefins in the presence of molybdovanadophosphoric acid under atmospheric dioxygen and air
    Tani, M
    Sakaguchi, S
    Ishii, Y
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (04) : 1221 - 1226
  • [29] Palladium-catalyzed oxidative coupling of 2-alkylfurans with olefins through C-H activation: Synthesis of difurylalkanes
    Thiery, Emilie
    Harakat, Dominique
    Le Bras, Jean
    Muzart, Jacques
    [J]. ORGANOMETALLICS, 2008, 27 (15) : 3996 - 4004
  • [30] PALLADIUM-CATALYZED OXIDATIVE COUPLING OF AROMATIC-COMPOUNDS WITH OLEFINS USING TERT-BUTYL PERBENZOATE AS A HYDROGEN ACCEPTOR
    TSUJI, J
    NAGASHIMA, H
    [J]. TETRAHEDRON, 1984, 40 (14) : 2699 - 2702
1234