SYNTHESIS OF β-LACTAMS FROM ACIDS AND IMINES USING THIOCARBONYLDIIMIDAZOLE

被引：26
作者：
Zarei, Maaroof [1 ]
Karimi-Jaberi, Zahed [2 ]
Movahedi, Amin [2 ]
机构：
[1] Hormozgan Univ, Dept Chem, Coll Sci, Bandar Abbas 71961, Iran
[2] Islamic Azad Univ, Dept Chem, Firoozabad Branch, Firoozabad, Fars, Iran
来源：
SYNTHETIC COMMUNICATIONS | 2013年 / 43卷 / 05期
关键词：
2-Azetidinones; ketene; beta-lactams; Staudinger reaction; thiocarbonyldiimidazole; SOLID-PHASE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; VILSMEIER REAGENT; HUMAN-LEUKOCYTE; DERIVATIVES; RING; AZETIDIN-2-ONES; INHIBITORS; EZETIMIBE; MECHANISM;
D O I：
10.1080/00397911.2011.607935
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Thiocarbonyldiimidazole has been found to be an efficient acid activator for the synthesis of beta-lactams by ketene-imine cycloaddition at room temperature. The experimental procedure is simple and results in excellent yields of the products. All products were characterized by spectral data and elemental analyses.
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页码：728 / 734
页数：7
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共 58 条
  • [51] Synthesis and reactivity of spiro-fused β-lactams
    Singh, Girija S.
    D'hooghe, Matthias
    De Kimpe, Norbert
    [J]. TETRAHEDRON, 2011, 67 (11) : 1989 - 2012
  • [52] Beta-lactam compounds as apparently uncompetitive inhibitors of HIV-1 protease
    Sperka, T
    Pitlik, J
    Bagossi, P
    Tözsér, J
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (12) : 3086 - 3090
  • [53] Staudinger H, 1907, LIEBIGS ANN CHEM, V356, P51
  • [54] Suffness Matthew., 1995, TAXOL SCI APPL
  • [55] Solid-phase synthesis and SAR of 4-carboxy-2-azetidinone mechanism-based tryptase inhibitors
    Sutton, JC
    Bolton, SA
    Davis, ME
    Hartl, KS
    Jacobson, B
    Mathur, A
    Ogletree, ML
    Slusarchyk, WA
    Zahler, R
    Seiler, SM
    Bisacchi, GS
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (09) : 2233 - 2239
  • [56] TIDWELL TT, 2006, KETENES, V2, P55
  • [57] Ezetimibe analogs with a reorganized azetidinone ring: Design, synthesis, and evaluation of cholesterol absorption inhibitions
    Xu, Xianxiu
    Fu, Renzhong
    Chen, Jin
    Chen, Shengwu
    Bai, Xu
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (01) : 101 - 104
  • [58] Heterocyclic rimantadine analogues with antiviral activity
    Zoidis, G
    Fytas, C
    Papanastasiou, L
    Foscolos, GB
    Fytas, G
    Padalko, E
    de Clercq, E
    Naesens, L
    Neyts, J
    Kolocouris, N
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (10) : 3341 - 3348
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