Morita-Baylis-Hillman reaction in water/ionic liquids under microwave irradiation

被引：20
作者：
de Souza, Rodrigo O. M. A. [1 ]
de Souza, Andrea L. F. [2 ]
Fernandez, Tatiana L. [2 ]
Silva, Aires C. [2 ]
Pereira, Vera L. P. [1 ]
Esteves, Pierre M. [2 ]
Vasconcellos, Mario L. A. A. [3 ]
Antunes, Octavio A. C. [1 ,2 ]
机构：
[1] Univ Fed Rio de Janeiro, Nucleo Pesquisas Prod Nat, CCS, Lab H0 27, BR-21941590 Rio De Janeiro, Brazil
[2] Univ Fed Rio de Janeiro, Inst Quim, BR-21941909 Rio De Janeiro, Brazil
[3] Univ Fed Paraiba, Dept Quim, BR-58059900 Joao Pessoa, Paraiba, Brazil
来源：
LETTERS IN ORGANIC CHEMISTRY | 2008年 / 5卷 / 05期
关键词：
Morita-Baylis-Hillman; DABCO; ionic liquids; microwave;
D O I：
10.2174/157017808784872052
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The present work describes a new experimental protocol of the Morita-Baylis-Hillman reaction in H2O/Ionic Liquid media under microwave irradiation. Different proportions of ionic liquids, ([bmim][PF6] and [bmim][BF4]), and water were tested as solvents for the reaction between several aromatic aldehydes and Michael acceptors under microwave irradiation. The results show that small amounts of ionic liquid, mixed in water, can shorter reaction times keeping good yields.
引用
收藏
页码：379 / 382
页数：4
相关论文
共 32 条
  • [1] Reevaluation of the mechanism of the Baylis-Hillman reaction: Implications for asymmetric catalysis
    Aggarwal, VK
    Fulford, SY
    Lloyd-Jones, GC
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (11) : 1706 - 1708
  • [2] Unexpected side reactions of imidazolium-based ionic liquids in the base-catalysed Baylis-Hillman reaction
    Aggarwal, VK
    Emme, I
    Mereu, A
    [J]. CHEMICAL COMMUNICATIONS, 2002, (15) : 1612 - 1613
  • [3] Rate acceleration of the Baylis-Hillman reaction in polar solvents (water and formamide). Dominant role of hydrogen bonding, not hydrophobic effects, is implicated
    Aggarwal, VK
    Dean, DK
    Mereu, A
    Williams, R
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (02) : 510 - 514
  • [4] ANASTAS P, 1988, GREEN CHEM FRONTIER
  • [5] ACCELERATION IN WATER OF THE BAYLIS-HILLMAN REACTION
    AUGE, J
    LUBIN, N
    LUBINEAU, A
    [J]. TETRAHEDRON LETTERS, 1994, 35 (43) : 7947 - 7948
  • [6] Recent advances in the Baylis-Hillman reaction and applications
    Basavaiah, D
    Rao, AJ
    Satyanarayana, T
    [J]. CHEMICAL REVIEWS, 2003, 103 (03) : 811 - 891
  • [7] Baylis A. B, 1972, German Patent, Patent No. 2155113
  • [8] Ultrasound in Baylis-Hillman reactions with aliphatic and aromatic aldehydes: scope and limitations
    Coelho, F
    Almeida, WP
    Veronese, D
    Mateus, CR
    Lopes, ECS
    Rossi, RC
    Silveira, GPC
    Pavam, CH
    [J]. TETRAHEDRON, 2002, 58 (37) : 7437 - 7447
  • [9] An efficient microwave-assisted Suzuki cross-coupling reaction of imidazo[1,2-a]pyridines in aqueous medium
    Crozet, Maxime D.
    Castera-Ducros, Caroline
    Vanelle, Patrice
    [J]. TETRAHEDRON LETTERS, 2006, 47 (39) : 7061 - 7065
  • [10] de Souza ROMA, 2006, LETT ORG CHEM, V3, P936
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