A convenient synthesis of 1,4-disubstituted imidazoles

被引:35
|
作者
He, Y [1 ]
Chen, YZ [1 ]
Du, HW [1 ]
Schmid, LA [1 ]
Lovely, CJ [1 ]
机构
[1] Univ Texas, Dept Chem & Biochem, Arlington, TX 76019 USA
基金
美国国家卫生研究院;
关键词
imidazoles; regioselective; protection; isomerization;
D O I
10.1016/j.tetlet.2004.05.011
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for the regioselective protection of 4-alkyl-, 4-iodo, 4-vinylimidazoles has been developed via all alkylation-isomerization sequence with various imidazole-protecting groups. The initially formed mixture of 4/5-alkyl-, 4/5-iodo, and 4/5-vinylimidazoles are isomerized to the corresponding 4-isomers on treatment of a DMF solution with a small amount of RX and heating at 75degreesC. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5529 / 5532
页数:4
相关论文
共 50 条
  • [21] Convenient synthesis, antimalarial and antimicrobial potential of thioethereal 1,4-disubstituted 1,2,3-triazoles with ester functionality
    C. P. Kaushik
    Ashima Pahwa
    Medicinal Chemistry Research, 2018, 27 : 458 - 469
  • [22] Synthesis of 2,4-Disubstituted Imidazoles via Nucleophilic Catalysis
    Shabalin, Dmitrii A.
    Dunsford, Jay J.
    Ngwerume, Simbarashe
    Saunders, Alexandra R.
    Gill, Duncan M.
    Camp, Jason E.
    SYNLETT, 2020, 31 (08) : 797 - 800
  • [23] Synthesis and investigation of some 1,4-disubstituted 2-pyrrolidinones
    Brokaite K.
    Mickevicius V.
    Mikulskiene G.
    Chemistry of Heterocyclic Compounds, 2006, 42 (9) : 1158 - 1167
  • [24] Synthesis of Novel 1,4-Disubstituted Piperazines and Evaluation of Their Antibacterial Activities
    Shroff, S.
    Mishra, S. K.
    Mohanta, P. P.
    Baitharu, I
    Behera, A. K.
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2022, 54 (05) : 483 - 491
  • [25] Synthesis and antitumor activities of novel 1,4-disubstituted phthalazine derivatives
    Zhang, Shulan
    Zhao, Yanfang
    Liu, Yajing
    Chen, Dong
    Lan, Weihuan
    Zhao, Qiaoling
    Dong, Chengcheng
    Xia, Lin
    Gong, Ping
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (08) : 3504 - 3510
  • [26] Synthesis and investigation of some 1,4-disubstituted 2-pyrrolidinones
    Brokaite, K.
    Mickevicius, V.
    Mikulskiene, G.
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2006, (09): : 1336 - 1345
  • [27] Novel 1,4-disubstituted adamantane stereoisomers: Synthesis and spectroscopic characterization
    Cvitas, DA
    Savin, B
    Mlinaric-Majerski, K
    CROATICA CHEMICA ACTA, 2004, 77 (04) : 619 - 625
  • [28] SYNTHESIS AND STRUCTURE OF HETEROCYCLIC-COMPOUNDS - 1-AMINO-2,4-DISUBSTITUTED IMIDAZOLES
    CERIONI, G
    COCCO, MT
    CONGIU, C
    MACCIONI, A
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1981, 18 (07) : 1379 - 1382
  • [29] New 1,4-disubstituted phthalazines: Synthesis, structure and herbicidal evaluation
    Bele, C
    Darabantu, M
    HETEROCYCLIC COMMUNICATIONS, 2003, 9 (06) : 641 - 646
  • [30] Synthesis of 1,4-disubstituted aminoanthraquinone derivatives for purification of lactate dehydrogenase
    Kubista, Jordan Louise
    FASEB JOURNAL, 2019, 33