Tetrahedron

Synthesis and structure of new imidazo-and pyrazolo [5, 1-d][1, 2, 3, 5] thiatriazines based on the reaction of diazoazoles with acyl isothiocyanates controlled by S⋯ O …

…, W Dehaen, K Van Hecke, K Robeyns, L Van Meervelt…

Index: Sadchikova, Elena V.; Bakulev, Vasiliy A.; Subbotina, Julia O.; Privalova, Darya L.; Dehaen, Wim; Van Hecke, Kristof; Robeyns, Koen; Van Meervelt, Luc; Mokrushin, Vladimir S. Tetrahedron, 2013 , vol. 69, # 34 p. 6987 - 6992

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Citation Number: 3

Abstract

Abstract 5-Diazoimidazoles and 5-diazopyrazoles have been shown to react with acyl isothiocyanates yielding the imidazo-and pyrazolo [5, 1-d][1, 2, 3, 5] thiatriazines stabilized by a nonbonded S⋯ O interaction. In contrast to acyl isothiocyanates, alkyl-, aryl-, and arylsulfonyl isothiocyanates do not react with 5-diazoazoles. The nature and the strength of stabilizing intramolecular interaction between non-bonded S and O atoms have been ...