Synthesis and structure elucidation of new thiazolotriazepines

被引:42
作者
Rezessy, B
Zubovics, Z
Kovács, J
Tóth, G
机构
[1] Inst Drug Res Ltd, H-1045 Budapest, Hungary
[2] Hungarian Acad Sci, Inst Gen & Analyt Chem, Tech Analit Res Grp, H-1111 Budapest, Hungary
基金
新加坡国家研究基金会;
关键词
bicyclic heterocyclic compounds; cyclisation; nitrogen heterocycles; sulfur heterocycles;
D O I
10.1016/S0040-4020(99)00253-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 1,2,4-triazepine-3-thiones (13) with 2-haloketones afforded thiazolo[3,2-b][1,2,4]triazepines (14) selectively. The same bicycles were obtained by reaction of the chalcones 11 with 3-amino-2-imino-4-R-thiazolines. On the other hand, condensation of the chalcones 11 with 2-hydrazino-4-R-thiazoles led to the hydrazones 17 which upon treatment with acid underwent ring closure to yield the non-condensed bicyclic isomers of 14 i.e. the dihydropyrazolyl thiazoles 18. The elucidation of structures and stereochemistry was achieved by comprehensive one- and two-dimensional NMR spectroscopy. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5909 / 5922
页数:14
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