Michael addition of 1,3-dicarbonyl compounds with etacrynic acid

被引：0
|
作者：
Gorlitzer, K
Diers, K
机构：
来源：
PHARMAZIE | 1996年 / 51卷 / 10期
关键词：
D O I：
暂无
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The product 2, formed by Michael addition of ethyl acetoacetate with etacrynic acid (1) yields the cyclohexenone 3 by acidic hydrolysis. Compared 3 is also obtained by heating 1 with acetylacetone and sodium ethanolate. Compound 3 reacts with pyridinium bromide perbromide (PBPB) to give the dibromophenol 4. The lactone 9 is received from the Michael-adduct of diethyl malonic acid with 1 followed by hydrolysis and reduction.
引用
收藏
页码：704 / 707
页数：4
相关论文
共 50 条
  • [31] 2-METHYLTHIOMETHYLATION OF 1,3-DICARBONYL COMPOUNDS AND SYNTHESIS OF 2-METHYLENE-1,3-DICARBONYL COMPOUNDS
    YAMAUCHI, M
    KATAYAMA, S
    WATANABE, T
    SYNTHESIS-STUTTGART, 1982, (11): : 935 - 937
  • [32] Enecarbamates as imine surrogates: Nucleophilic addition of 1,3-dicarbonyl compounds to enecarbamates
    Kobayashi, Shu
    Gustafsson, Tomas
    Shimizu, Yusuke
    Kiyohara, Hiroshi
    Matsubara, Ryosuke
    ORGANIC LETTERS, 2006, 8 (21) : 4923 - 4925
  • [33] Acidic ruthenium PNNP complexes of non-enolized 1,3-dicarbonyl compounds as catalysts for asymmetric Michael addition
    Santoro, Francesco
    Althaus, Martin
    Bonaccorsi, Cristina
    Gischig, Sebastian
    Mezzetti, Antonio
    ORGANOMETALLICS, 2008, 27 (15) : 3866 - 3878
  • [34] Catalyst-free and solvent-free Michael addition of 1,3-dicarbonyl compounds to nitroalkenes by a grinding method
    Xie, Zong-Bo
    Wang, Na
    Wu, Ming-Yu
    He, Ting
    Le, Zhang-Gao
    Yu, Xiao-Qi
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2012, 8 : 534 - 538
  • [35] Electrochemical deacetylation of 1,3-dicarbonyl compounds
    Fujimoto, K
    Maekawa, H
    Matsubara, Y
    Nishiguchi, I
    CHEMISTRY LETTERS, 1996, (02) : 143 - 144
  • [36] DIRECT FLUORINATION OF 1,3-DICARBONYL COMPOUNDS
    CHAMBERS, RD
    GREENHALL, MP
    HUTCHINSON, J
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (01) : 21 - 22
  • [37] REACTIONS OF AZIDOAZOLOPYRIDAZINES WITH 1,3-DICARBONYL COMPOUNDS
    GORUP, A
    KOVACIC, M
    KRANJCSK.B
    MIHELCIC, B
    SIMONIC, S
    STANOVNI.B
    TISLER, M
    TETRAHEDRON, 1974, 30 (14) : 2251 - 2256
  • [38] Enantioselective Michael addition of 1,3-dicarbonyl compounds to a nitroalkene catalyzed by chiral squaramides - a key step in the synthesis of pregabalin
    Baran, Rastislav
    Veverkova, Eva
    Skvorcova, Andrea
    Sebesta, Radovan
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (44) : 7705 - 7711
  • [39] POLYMERIC 1,3-DICARBONYL COMPOUNDS AND THEIR DERIVATIVES
    KOPEIKIN, VV
    ACTA POLYMERICA, 1983, 34 (06) : 307 - 315
  • [40] Sulfenylation of heterocyclic 1,3-dicarbonyl compounds
    Schnell, B
    Kappe, T
    MONATSHEFTE FUR CHEMIE, 1999, 130 (09): : 1147 - 1157
12345