New one-pot approach to regio-synthesis of substituted 2-aminothiazoles from the corresponding keto-aziridines

被引:17
|
作者
Samimi, Heshmat A. [1 ]
Mohammadi, Somaye [1 ]
机构
[1] Univ Shahrekord, Fac Sci, Dept Chem, Shahrekord, Iran
关键词
Aziridine; 2-Aminothiazoles; Ring expansion; RuCl3; EFFICIENT SYNTHESIS; RECEPTOR ANTAGONISTS; DERIVATIVES; AGENTS; INHIBITORS; CONVENIENT; DISCOVERY; THIAZOLE; ANALOGS; SYSTEM;
D O I
10.1007/s13738-013-0276-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ring expansion of keto-aziridines to the corresponding 2-aminothiazoles (54-67 %) using ammonium thiocyanate in the presence of RuCl3 under refluxing acetonitrile is described. A plausible mechanism for the synthesis of substituted 2-aminothiazoles has been proposed.
引用
收藏
页码:69 / 73
页数:5
相关论文
共 50 条
  • [1] New one-pot approach to regio-synthesis of substituted 2-aminothiazoles from the corresponding keto-aziridines
    Heshmat A. Samimi
    Somaye Mohammadi
    Journal of the Iranian Chemical Society, 2014, 11 : 69 - 73
  • [2] One-pot three-component protocol for the synthesis of substituted 2-aminothiazoles
    Guo, Shanshan
    Zhao, Donghong
    Zhu, Yue
    Yu, Yongping
    Chen, Wenteng
    Zhang, Guolin
    SYNTHETIC COMMUNICATIONS, 2017, 47 (19) : 1758 - 1764
  • [3] Organoiodine(III) mediated one-pot synthesis of N-substituted 2-aminothiazoles
    Prakash, O
    Pundeer, R
    Chaudhri, V
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2004, 81 (09) : 786 - 788
  • [4] Sequential One-Pot Synthesis of 2-Aminothiazoles Using Corresponding Ketones: Insights into Their Structural Features
    Nagarajaiah, H.
    Prasad, N. L.
    Begum, Noor Shahina
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (04) : 1909 - 1919
  • [5] One-pot synthesis of 2-aminothiazoles using supported reagents
    Kodomari, M
    Aoyama, T
    Suzuki, Y
    TETRAHEDRON LETTERS, 2002, 43 (09) : 1717 - 1720
  • [6] One-pot synthesis of 2-aminothiazoles in PEG-400
    Dhanaji V.Jawale
    Dinesh L.Lingampalle
    Umesh R.Pratap
    Ramrao A.Mane
    Chinese Chemical Letters, 2010, 21 (04) : 412 - 416
  • [7] One-pot synthesis of 2-aminothiazoles in PEG-400
    Jawale, Dhanaji V.
    Lingampalle, Dinesh L.
    Pratap, Umesh R.
    Mane, Ramrao A.
    CHINESE CHEMICAL LETTERS, 2010, 21 (04) : 412 - 416
  • [8] One-pot synthesis of 2-aminothiazoles using supported reagents.
    Kodomari, M
    Aoyama, T
    Suzuki, Y
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U65 - U65
  • [9] ONE-POT PREPARATION OF 2-CHLOROMETHYLDIOXOLANES AND 2-AMINOTHIAZOLES FROM CHLOROMETHYLTRIOXANES
    WAKASUGI, T
    SUZUKI, F
    MIYAKAWA, T
    ITSUNO, S
    ITO, K
    CHEMISTRY LETTERS, 1994, (11) : 2039 - 2042
  • [10] Green, One-Pot, Multicomponent Synthesis of Fused-Ring 2-Aminothiazoles
    Anwar, Siddique
    Paul, Satya B.
    Majumdar, K. C.
    Choudhury, Sudip
    SYNTHETIC COMMUNICATIONS, 2014, 44 (22) : 3304 - 3313