Michael addition reactions of acetoacetates and malonates with acrylates in water under strongly alkaline conditions

被引:10
|
作者
Iwamura, M [1 ]
Gotoh, Y [1 ]
Hashimoto, T [1 ]
Sakurai, R [1 ]
机构
[1] Toho Univ, Dept Biomol Sci, Funabashi, Chiba 2748510, Japan
关键词
Michael reactions; 5 M KOH aqueous solution; acetoacetate; malonate; acrylate;
D O I
10.1016/j.tetlet.2005.07.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Michael addition reactions of acetoacetates and malonates with acrylates in a 5 M KOH aqueous solution without using any other catalysts are described. When they are either tert-butyl or benzyl esters, the reaction proceeded very rapidly to afford moderate to high yields of the corresponding bis-Michael adducts that are unexpectedly stable under these conditions. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6275 / 6277
页数:3
相关论文
共 50 条
  • [31] Some reactions of dimeric silicon phthalocyanines under alkaline conditions
    Myakov, VN
    Lopatin, MA
    Kurskii, YA
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2002, 6 (05) : 336 - 339
  • [32] Some reactions of trimeric silicon phthalocyanine under alkaline conditions
    Myakov, VN
    Kuropatov, VA
    Lopatina, TI
    Sedelnikova, VN
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2003, 7 (03) : 176 - 180
  • [33] An amorphous CoSe film behaves as an active and stable full water-splitting electrocatalyst under strongly alkaline conditions
    Liu, Tingting
    Liu, Qian
    Asiri, Abdullah M.
    Luo, Yonglan
    Sun, Xuping
    CHEMICAL COMMUNICATIONS, 2015, 51 (93) : 16683 - 16686
  • [34] Synthesis of well-defined primary amine-based homopolymers and block copolymers and their Michael addition reactions with acrylates and acrylamides
    Read, Elizabeth S.
    Thompson, Kate L.
    Armes, Steven P.
    POLYMER CHEMISTRY, 2010, 1 (02) : 221 - 230
  • [35] Expeditious syntheses of conjugated allenyl esters and oxazoles through a cascade reaction of α-alkynyl malonates under alkaline conditions
    Sano, S
    Shimizu, H
    Kim, K
    Lee, WS
    Shiro, M
    Nagao, Y
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2006, 54 (02) : 196 - 203
  • [36] Design of monolith catalysts for strongly exothermic reactions under nonadiabatic conditions
    Tronconi, E
    Bassini, M
    Forzatti, P
    Carmello, D
    PREPARATION OF CATALYSTS VI: SCIENTIFIC BASES FOR THE PREPARATION OF HETEROGENEOUS CATALYSTS, 1995, 91 : 765 - 774
  • [37] Cardanol Polymerization Under Acid Conditions By Addition And Condensation Reactions
    Loureiro, Tatiana
    Moyano Dip, Rocio Macarena
    Lucas, Elizabete
    Spinelli, Luciana
    JOURNAL OF POLYMERS AND THE ENVIRONMENT, 2018, 26 (02) : 555 - 566
  • [38] Cardanol Polymerization Under Acid Conditions By Addition And Condensation Reactions
    Tatiana Loureiro
    Rocio Macarena Moyano Dip
    Elizabete Lucas
    Luciana Spinelli
    Journal of Polymers and the Environment, 2018, 26 : 555 - 566
  • [39] An efficient oxa-Michael addition to diethyl vinylphosphonate under mild reaction conditions
    Baszczynski, Ondrej
    Jansa, Petr
    Dracinsky, Martin
    Kaiser, Martin Maxmilian
    Spacek, Petr
    Janeba, Zlatko
    RSC ADVANCES, 2012, 2 (04): : 1282 - 1284
  • [40] RING OPENING REACTIONS OF 3-PHOSPHONOCOUMARIN UNDER MICHAEL REACTION CONDITIONS
    Ilieva, Eleonora D.
    Petkova, Nevena I.
    Nikolova, Rositca D.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2012, 187 (01) : 39 - 50