Heck arylation of allylic alcohols in molten salts

被引:95
作者
Bouquillon, S [1 ]
Ganchegui, B [1 ]
Estrine, B [1 ]
Hénin, F [1 ]
Muzart, J [1 ]
机构
[1] Univ Reims, CNRS, Fac Sci, UMR React Select & Applicat, F-51687 Reims 2, France
关键词
Heck reactions; allylic alcohols; molten ammonium salts; recycling;
D O I
10.1016/S0022-328X(01)01149-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Heck coupling of ArX (X = I, Br) with allylic alcohols, carried out at 80 - 120 degreesC in molten n-BU4NBr using NaHCO3 as base and PdCl2 as catalyst without extra ligands, leads to the corresponding beta -arylated carbonyl compounds. After extraction of the organic materials with diethyl ether, the ionic layer can be reused directly. (C) 2001 Published by Elsevier Science B.V.
引用
收藏
页码:153 / 156
页数:4
相关论文
共 51 条
  • [1] Palladium-catalyzed oxidations:: Inhibition of a Pd-H elimination by coordination of a remote carbon-carbon double bond
    Aït-Mohand, S
    Hénin, F
    Muzart, J
    [J]. ORGANOMETALLICS, 2001, 20 (08) : 1683 - 1686
  • [2] Palladium-catalyzed oxidative cyclization of 1,4- and 1,5-diols in 1,2-dichloroethane
    Ait-Mohand, S
    Muzart, J
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1998, 129 (2-3) : 135 - 139
  • [3] PALLADIUM(II)-MEDIATED OXIDATION OF ALCOHOLS USING 1,2-DICHLOROETHANE AS PD(0) REOXIDANT
    AITMOHAND, S
    HENIN, F
    MUZART, J
    [J]. TETRAHEDRON LETTERS, 1995, 36 (14) : 2473 - 2476
  • [4] Arene-catalysed lithiation of triflates and triflamides under Barbier-type conditions: An indirect transformation of alcohols and amines into organolithium compounds
    Alonso, E
    Ramon, DJ
    Yus, M
    [J]. TETRAHEDRON, 1996, 52 (45) : 14341 - 14348
  • [5] ASLAM M, 1989, SYNTHESIS-STUTTGART, P869
  • [6] Arylation of the Baylis-Hillman adducts
    Basavaiah, D
    Muthukumaran, K
    [J]. TETRAHEDRON, 1998, 54 (19) : 4943 - 4948
  • [7] The heck reaction as a sharpening stone of palladium catalysis
    Beletskaya, IP
    Cheprakov, AV
    [J]. CHEMICAL REVIEWS, 2000, 100 (08) : 3009 - 3066
  • [8] CATALYTIC REACTION .1. CATALYTIC 1,4-HYDROGENATION OF ALPHA,BETA-UNSATURATED ALDEHYDES AND KETONES USING SC-1 NICKEL BORIDE
    BELISLE, CM
    YOUNG, YM
    SINGARAM, B
    [J]. TETRAHEDRON LETTERS, 1994, 35 (31) : 5595 - 5598
  • [9] First efficient palladium-catalyzed Heck reactions of aryl bromides with alkyl methacrylate
    Beller, M
    Riermeier, TH
    [J]. TETRAHEDRON LETTERS, 1996, 37 (36) : 6535 - 6538
  • [10] Beller M, 1998, SYNLETT, P792