Exploration of ionic liquids as soluble supports for organic synthesis. Demonstration with a Suzuki coupling reaction

被引:164
作者
Miao, WS [1 ]
Chan, TH [1 ]
机构
[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
关键词
D O I
10.1021/ol035977y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The efficiency of ionic liquid supported synthesis was demonstrated by the Suzuki reaction of ionic liquid supported iodobenzoate compounds with arylboronic acids in aqueous media to give, after cleavage with ammonia/methanol, biaryl products in good yields and high purities, without the need for chromatographic purification.
引用
收藏
页码:5003 / 5005
页数:3
相关论文
共 36 条
  • [1] LIQUID-PHASE SYNTHESIS OF PEPTIDES
    BAYER, E
    MUTTER, M
    [J]. NATURE, 1972, 237 (5357) : 512 - &
  • [2] Betzemeier B, 1999, TOP CURR CHEM, V206, P61
  • [3] Microwave-assisted aqueous Suzuki cross-coupling reactions
    Blettner, CG
    König, WA
    Stenzel, W
    Schotten, T
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (11) : 3885 - 3890
  • [4] HELP (HIGH-EFFICIENCY LIQUID-PHASE) NEW OLIGONUCLEOTIDE SYNTHESIS ON SOLUBLE POLYMERIC SUPPORT
    BONORA, GM
    SCREMIN, CL
    COLONNA, FP
    GARBESI, A
    [J]. NUCLEIC ACIDS RESEARCH, 1990, 18 (11) : 3155 - 3159
  • [5] Deep desulfurization of diesel fuel by extraction with ionic liquids
    Bösmann, A
    Datsevich, L
    Jess, A
    Lauter, A
    Schmitz, C
    Wasserscheid, P
    [J]. CHEMICAL COMMUNICATIONS, 2001, (23) : 2494 - 2495
  • [6] Branco LC, 2002, CHEM-EUR J, V8, P3671, DOI 10.1002/1521-3765(20020816)8:16<3671::AID-CHEM3671>3.0.CO
  • [7] 2-9
  • [8] Ligandless palladium catalyzed reactions of arylboronic acids and sodium tetraphenylborate with aryl halides in aqueous media
    Bumagin, NA
    Bykov, VV
    [J]. TETRAHEDRON, 1997, 53 (42) : 14437 - 14450
  • [9] POLYMER-SUPPORTED SOLUTION SYNTHESIS OF OLIGOSACCHARIDES
    DOUGLAS, SP
    WHITFIELD, DM
    KREPINSKY, JJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (13) : 5095 - 5097
  • [10] Efficient combination of task-specific ionic liquid and microwave dielectric heating applied to one-pot three component synthesis of a small library of 4-thiazolidinones
    Fraga-Dubreuil, J
    Bazureau, JP
    [J]. TETRAHEDRON, 2003, 59 (32) : 6121 - 6130