Research Progress in the Environmentally-Friendly Michael Addition

被引:7
|
作者
Li, Zhifeng [1 ]
Hou, Hailiang [1 ]
Ying, Anguo [2 ]
Xu, Songlin [1 ]
机构
[1] Tianjin Univ, Sch Chem Engn & Technol, Tianjin 300072, Peoples R China
[2] Taizhou Univ, Sch Pharmaceut & Chem Engn, Taizhou 318000, Peoples R China
基金
中国国家自然科学基金;
关键词
Michael addition; environmentally-friendly; catalysis; green chemistry; CHIRAL IONIC LIQUID; RECYCLABLE ORGANOCATALYST; POLYETHYLENE-GLYCOL; SUPPORTED PROLINE; EFFICIENT; CATALYST; SOLVENT; DERIVATIVES; ALDEHYDES; KETONES;
D O I
10.6023/cjoc201312034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Michael addition is one kind of important reaction in the organic field. With the enhancement of environmental awareness and the depth of green chemistry research, environmentally-friendly Michael addition has made many successes. The research progress over the past 5 years in the Michael addition involving ionic liquids, enzyme catalysis, solid phase supported catalysis and polyethylene glycol (PEG) is reviewed. This paper is consisted of six parts, focusing on the efficiency of the reaction system, the probable catalytic mechanism and the recycle of the catalyst. In the first part, a brief introduction is given. Then the Michael addition used the ionic liquid as catalyst or/and solvent is elaborated. In this part, acidic ionic liquid, basic ionic liquids and chiral ionic liquid are described, respectively. As a mild catalyst, enzymes are described in the third part. The solid phase supported catalysis has been used in many reaction without exception to Michael addition. So, in the fourth part, the catalysts of polymer supported, silica-supported and superparamagnetic nano supported are stated. Following, the successful use of polyethylene glycol (PEG) as a green solvent is presented. Finally, the conclusion, the existing problems of these green technologies and the prospect are summarized.
引用
收藏
页码:1074 / 1091
页数:18
相关论文
共 110 条
  • [1] A Highly Selective, Polymer-Supported Organocatalyst for Michael Additions with Enzyme-Like Behavior
    Alza, Esther
    Pericas, Miquel A.
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (18) : 3051 - 3056
  • [2] Heterogeneous catalysis of the asymmetric aldol reaction by solid-supported proline-terminated peptides
    Andreae, MRM
    Davis, AP
    [J]. TETRAHEDRON-ASYMMETRY, 2005, 16 (14) : 2487 - 2492
  • [3] [Anonymous], 2012, THESIS
  • [4] Use of heterogeneous catalyst KG-60-NEt2 in Michael and Henry reactions involving nitroalkanes
    Ballini, R
    Bosica, G
    Livi, D
    Palmieri, A
    Maggi, R
    Sartori, G
    [J]. TETRAHEDRON LETTERS, 2003, 44 (11) : 2271 - 2273
  • [5] A rational approach to the design and synthesis of a new bradykinin B1 receptor antagonist
    Bedos, P
    Amblard, M
    Subra, G
    Dodey, P
    Luccarini, JM
    Paquet, JL
    Pruneau, D
    Aumelas, A
    Martinez, J
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (12) : 2387 - 2394
  • [6] The lipase-catalyzed asymmetric C-C Michael addition
    Cai, Jian-Feng
    Guan, Zhi
    He, Yan-Hong
    [J]. JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2011, 68 (3-4) : 240 - 244
  • [7] Hydrolase-catalyzed Michael addition of imidazoles to acrylic monomers in organic medium
    Cai, Y
    Wu, Q
    Xiao, YM
    Lv, DS
    Lin, XF
    [J]. JOURNAL OF BIOTECHNOLOGY, 2006, 121 (03) : 330 - 337
  • [8] Poly(ethyleneglycol) (PEG): a rapid and recyclable reaction medium for the DABCO-catalyzed Baylis-Hillman reaction
    Chandrasekhar, S
    Narsihmulu, C
    Saritha, B
    Sultana, SS
    [J]. TETRAHEDRON LETTERS, 2004, 45 (30) : 5865 - 5867
  • [9] Synthesis of 1,2,4-trisubstituted-1,2,5,6-tetrahydropyridines
    Chang, Meng-Yang
    Lee, Ming-Fang
    Lee, Nien-Chia
    Huang, Yu-Ping
    Lin, Chung-Han
    [J]. TETRAHEDRON LETTERS, 2011, 52 (05) : 588 - 591
  • [10] An efficient and rapid intramolecular aza-Michael addition of 2′-aminochalcones using ionic liquids as recyclable reaction media
    Chelghoum, M.
    Bahnous, M.
    Bouraiou, A.
    Bouacida, S.
    Belfaitah, A.
    [J]. TETRAHEDRON LETTERS, 2012, 53 (32) : 4059 - 4061