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Synthesis of 2,3‐dihydroimidazo[2,1‐ b ]thiazole derivatives via cyclization of N ‐allylimidazoline‐2‐thiones
Author(s) -
Jasiński Marcin,
Mlostoń Grzegorz,
Heimgartner Heinz
Publication year - 2010
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.469
Subject(s) - chemistry , thiazole , base (topology) , medicinal chemistry , halogenation , combinatorial chemistry , sulfide , stereochemistry , organic chemistry , mathematical analysis , mathematics
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).