Parallel synthesis of substituted imidazoles from 1,2-aminoalcohols

被引：58
作者：
Bleicher, KH
Gerber, F
Wüthrich, Y
Alanine, A
Capretta, A [1 ]
机构：
[1] Brock Univ, Dept Chem, Inst Mol Catalysis, St Catharines, ON L2S 3A1, Canada
[2] Hoffmann La Roche Ag, CH-4070 Basel, Switzerland
来源：
TETRAHEDRON LETTERS | 2002年 / 43卷 / 43期
基金：
加拿大自然科学与工程研究理事会;
关键词：
D O I：
10.1016/S0040-4039(02)01839-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Substituted imidazoles can be prepared efficiently from cyclic or acyclic 1,2-aminoalcohols via a four-step procedure involving acylation of the amine, oxidation of the alcohol, imine formation and cyclization. Examples are presented and the methodology is applied in the generation of a library of compounds containing a fused imidazole-azepine motif. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：7687 / 7690
页数：4
相关论文
共 11 条
  • [1] Andersson MA, 2002, ANGEW CHEM INT EDIT, V41, P472, DOI 10.1002/1521-3773(20020201)41:3<472::AID-ANIE472>3.0.CO
  • [2] 2-7
  • [3] Solid-supported synthesis of imidazoles: A strategy for direct resin-attachment to the imidazole core
    Bilodeau, MT
    Cunningham, AM
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (09) : 2800 - 2801
  • [4] ENGEL N, 1978, LIEBIGS ANN CHEM, P1916
  • [5] SYNTHETIC APPROACHES TO THE AZOLE PEPTIDE MIMETICS
    GORDON, TD
    SINGH, J
    HANSEN, PE
    MORGAN, BA
    [J]. TETRAHEDRON LETTERS, 1993, 34 (12) : 1901 - 1904
  • [6] GRIMMET MR, 1984, COMPREHENSIVE HETERO, V4, P3457
  • [7] Grimmett M.R., 1996, Comprehensive Heterocyclic Chemistry, P77
  • [8] Jetter MC, 1998, SYNTHESIS-STUTTGART, P829
  • [9] SYNTHESIS OF STERICALLY HINDERED IMINES
    LOVE, BE
    REN, JH
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) : 5556 - 5557
  • [10] Njar VCO, 2000, SYNTHESIS-STUTTGART, P2019
12