Solution-phase parallel synthesis of a pyridinium pyrazol-3-olate inner salt library using a three-component reaction

被引:4
|
作者
Varga, L [1 ]
Nagy, T [1 ]
Dormán, G [1 ]
Kálmán, F [1 ]
Ürge, L [1 ]
Darvas, F [1 ]
机构
[1] ComGenex Inc, H-1031 Budapest, Hungary
来源
JOURNAL OF COMBINATORIAL CHEMISTRY | 2006年 / 8卷 / 03期
关键词
D O I
10.1021/cc0501514
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
We present here the discovery of a novel, versatile, multicomponent reaction leading to various 4-[4-(pyridinium-1-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-2H-pyrazol-3-olate inner salts. The structure of the unusual zwitterionic inner salts was elucidated, and the scope of the novel reaction was investigated. After rapid optimization, the reaction was adapted to parallel synthesis, and an 800-membered compound library was produced.
引用
收藏
页码:338 / 343
页数:6
相关论文
共 50 条
  • [1] Novel MCR 3 reaction leading to an interesting zwitterionic structure:: Parallel synthesis of pyridinium-pyrazol-3-olate inner salts
    Ürge, L
    Varga, L
    Nagy, T
    Dormán, G
    Kálmán, F
    Darvas, F
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 228 : U167 - U167
  • [2] Parallel synthesis using mannich-type three-component reactions and ''field synthesis'' for the construction of an amino alcohol library
    Kobayashi, S
    Moriwaki, M
    Akiyama, R
    Suzuki, S
    Hachiya, I
    TETRAHEDRON LETTERS, 1996, 37 (43) : 7783 - 7786
  • [4] Parallel solution-phase synthesis of 2-alkylthio-5-arylidene-3,5-dihydro-4H-imidazol-4-one by one-pot. three-component domino reaction
    Renault, Steven
    Bertrand, Sarah
    Carreaux, Francois
    Bazureau, Jean Pierre
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2007, 9 (06): : 935 - 942
  • [5] Solid- and solution-phase chemical library synthesis using an automated reaction cassette technology.
    Bhattacharyya, S
    Tamanaha, L
    Vo, L
    Wright, P
    Deegan, T
    Labadie, J
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 218 : U118 - U118
  • [6] A convenient method for library construction: Parallel synthesis of β- amino ester and quinoline derivatives in liquid phase using Ln(OTf)3- catalyzed three-component reactions
    Kobayashi, Shu
    Komiyama, Susumu
    Ishitani, Haruro
    Biotechnology and Bioengineering, 61 (01): : 23 - 31
  • [7] A convenient method for library construction:: Parallel synthesis of β-amino ester and quinoline derivatives in liquid phase using Ln(OTf)3-catalyzed three-component reactions
    Kobayashi, S
    Komiyama, S
    Ishitani, H
    BIOTECHNOLOGY AND BIOENGINEERING, 1998, 61 (01) : 23 - 31
  • [8] Achieving functional group diversity in parallel synthesis: solution-phase synthesis of a library of ureas, carbamates, thiocarbamates, and amides using carbamoylimidazolium salts
    Grzyb, Justyna A.
    Batey, Robert A.
    TETRAHEDRON LETTERS, 2008, 49 (36) : 5279 - 5282
  • [9] Solution-phase parallel synthesis of a benzoxazinone library using complementary molecular reactivity and molecular recognition (CMR/R) purification technology
    Parlow, JJ
    Flynn, DL
    TETRAHEDRON, 1998, 54 (16) : 4013 - 4031
  • [10] Solution-phase parallel synthesis of hexahydro-1H-isoindolone libraries via tactical combination of Cu-catalyzed three-component coupling and diels-alder reactions
    Zhang, Lei
    Lushington, Gerald H.
    Nettenswander, Benjamin
    Hershberger, John C.
    Malinakova, Helena C.
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2008, 10 (02): : 285 - 302