On the efficiency of tetraalkylammonium salts in Heck type reactions

被引:570
|
作者
Jeffery, T
机构
[1] ENSCP - Lab. de Synthese O., 75231 Paris Cédex 05, 11, Rue P. et M. Curie
关键词
D O I
10.1016/0040-4020(96)00547-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Under appropriate conditions, tetraalkylammonium hydrogensulfate can be just as efficient as tetraalkylammonium chloride or bromide for facilitating Heck-type reactions. Moreover, an appropriate selection of the [Pd / Base / QX] catalyst system can allow this type of reactions to be efficiently realised at will, in a strictly anhydrous medium, in a water-organic solvent mixture or in water alone. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:10113 / 10130
页数:18
相关论文
共 50 条
  • [1] TETRAALKYLAMMONIUM SALTS IN HECK-TYPE REACTIONS USING AN ALKALI-METAL HYDROGEN CARBONATE OR AN ALKALI-METAL ACETATE AS THE BASE
    JEFFERY, T
    GALLAND, JC
    TETRAHEDRON LETTERS, 1994, 35 (24) : 4103 - 4106
  • [2] Tetraalkylammonium salt-based catalyst systems for directing Heck-type reactions. Arylation of allyltrimethylsilane
    Jeffery, T
    TETRAHEDRON LETTERS, 2000, 41 (44) : 8445 - 8449
  • [3] REACTIONS OF VINYL SILANES WITH PALLADIUM SALTS - VINYL HECK REACTIONS
    WEBER, WP
    FELIX, RA
    WILLARD, AK
    KOENIG, KE
    TETRAHEDRON LETTERS, 1971, (48) : 4701 - &
  • [4] Palladium-catalyzed Mizoroki-Heck-type reactions using telluronium salts
    Hirabayashi, K
    Nara, Y
    Shimizu, T
    Kamigata, N
    CHEMISTRY LETTERS, 2004, 33 (10) : 1280 - 1281
  • [5] HYDRATION OF TETRAALKYLAMMONIUM SALTS
    YASTREMSKII, PS
    KOKOVINA, GV
    LYASHCHENKO, AK
    MIRGOROD, YA
    JOURNAL OF STRUCTURAL CHEMISTRY, 1975, 16 (06) : 921 - 925
  • [6] HECK-TYPE REACTIONS IN WATER
    JEFFERY, T
    TETRAHEDRON LETTERS, 1994, 35 (19) : 3051 - 3054
  • [7] Application of palladacycles in Heck type reactions
    Herrmann, WA
    Böhm, VPW
    Reisinger, CP
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) : 23 - 41
  • [8] COMPARISON OF VARIOUS TETRAALKYLAMMONIUM SALTS AS SUPPORTING ELECTROLYTES IN ORGANIC ELECTROCHEMICAL REACTIONS
    HOUSE, HO
    FENG, E
    PEET, NP
    JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (16): : 2371 - &
  • [9] Heck reactions using aryldiazonium salts towards phosphonic derivatives
    Brunner, H
    de Courcy, NL
    Genêt, JP
    SYNLETT, 2000, (02) : 201 - 204
  • [10] Mizoroki-Heck Reactions with 4-Phenoldiazonium Salts
    Schmidt, Bernd
    Hoelter, Frank
    Berger, Rene
    Jessel, Soenke
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (14-15) : 2463 - 2473