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Synthesis of 2,3-Dihydroimidazo[2,1-b]thiazole Derivatives via Cyclization of N-Allylimidazoline-2-thiones


Jasinski, M; Mloston, G; Heimgartner, H (2010). Synthesis of 2,3-Dihydroimidazo[2,1-b]thiazole Derivatives via Cyclization of N-Allylimidazoline-2-thiones. Journal of Heterocyclic Chemistry, 47(6):1287-1293.

Abstract

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.

Abstract

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.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:November 2010
Deposited On:24 Jan 2011 11:32
Last Modified:26 Jan 2017 08:47
Publisher:Wiley-Blackwell
ISSN:0022-152X
Funders:Rector of the University of Lodz, F. Hoffmann-La Roche AG, Basel
Free access at:Official URL. An embargo period may apply.
Publisher DOI:https://doi.org/10.1002/jhet.469
Official URL:http://onlinelibrary.wiley.com/doi/10.1002/jhet.469/pdf

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