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Synthesis of 2,3-dihydroimidazo[2,1-b]thiazole derivatives via cyclization of N-allylimidazoline-2-thiones

✍ Scribed by Marcin Jasiński; Grzegorz Mlostoń; Heinz Heimgartner


Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
206 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

magnified image A novel method for the preparation of 2,3‐dihydroimidazo[2,1‐b]thiazole 9 by iodination and subsequent cyclization of the easily available N‐allylimidazoline‐2‐thiones 5, is described. Selected transformations of the iodomethyl derivatives 9, leading to methylidene compounds 10 or the sulfide 11 (Nu = RS), via elimination with a base or via substitution with an enolizable imidazoline‐2‐thione (the term “1,3‐dihydroimidazole‐2‐thione” will be used alternatively), respectively, are presented. J. Heterocyclic Chem., (2010).


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