A new and efficient multicomponent solid-phase synthesis of 2-acylaminomethylthiazoles

被引：29
|
作者：
Henkel, B
Sax, M
Dömling, A
机构：
[1] Morphochem AG, D-81379 Munich, Germany
[2] Univ Munster, Inst Med & Pharmazeut Chem, D-48149 Munster, Germany
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 18期
关键词：
D O I：
10.1016/S0040-4039(03)00662-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new multicomponent reaction (MCR) for the preparation of 2-substituted thiazole libraries using Rink amide resin is described. Thiazoles are assembled in a one-pot MCR of a thiocarboxylic acid, aldehyde, 3-(N,N-dimethylamino)-2-isocyanoacrylate with a resin-bound primary amine. Aliphatic and aromatic thiocarboxylic acids as well as aliphatic and (hetero-) aromatic aldehydes work in the reaction. Cleavage of the product yields the substituted thiazoles in reasonable to good purity. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：3679 / 3682
页数：4
相关论文
共 50 条
  • [1] Multicomponent reactions in solid-phase synthesis
    Banfi, Luca
    Guanti, Giuseppe
    Riva, Renata
    Basso, Andrea
    CURRENT OPINION IN DRUG DISCOVERY & DEVELOPMENT, 2007, 10 (06) : 704 - 714
  • [2] New efficient route for solid-phase synthesis of benzimidazole derivatives
    Akamatsu, H
    Fukase, K
    Kusumoto, S
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2002, 4 (05): : 475 - 483
  • [3] Efficient solid-phase synthesis of glycopeptides
    Angew Chem (Int Ed Engl), 7 (803-805):
  • [4] Efficient solid-phase synthesis of aminocarbonylbenzenesulfonamides
    Shi, DC
    Jin, L
    Moore, ML
    Rivero, RA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U3377 - U3378
  • [5] Efficient solid-phase synthesis of sulfahydantoins
    Tremblay, M
    Voyer, N
    Boujabi, S
    Dewynter, GF
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2002, 4 (05): : 429 - 435
  • [6] Efficient solid-phase synthesis of β-aminosubstituted piperidinols
    Rossé, G
    Ouertani, F
    Schröder, H
    JOURNAL OF COMBINATORIAL CHEMISTRY, 1999, 1 (05): : 397 - 401
  • [7] Efficient solid-phase synthesis of isocytosine derivatives
    I. A. Novakov
    B. S. Orlinson
    R. V. Brunilin
    M. B. Nawrozkij
    E. A. Gordeeva
    E. N. Savel‘ev
    E. N. Gerasimov
    Chemistry of Heterocyclic Compounds, 2009, 45 : 1365 - 1369
  • [8] An efficient protocol for the solid-phase synthesis of malondiamides
    Vögtle, MM
    Marzinzik, AL
    MOLECULES, 2005, 10 (12) : 1438 - 1445
  • [9] EFFICIENT SOLID-PHASE SYNTHESIS OF ISOCYTOSINE DERIVATIVES
    Novakov, I. A.
    Orlinson, B. S.
    Brunilin, R. V.
    Nawrozkij, M. B.
    Gordeeva, E. A.
    Savel'ev, E. N.
    Gerasimov, E. N.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2009, 45 (11) : 1365 - 1369
  • [10] Efficient solid-phase synthesis of 2,3-substituted indoles
    Wacker, DA
    Kasireddy, P
    TETRAHEDRON LETTERS, 2002, 43 (29) : 5189 - 5191
12345