Novel route to b-fused thiazoles starting from a 2-chloro-1-phenacylpyridinium salt and KSCN. Crystal structures of thiazolo- and oxazolo[3,2-a]pyridinium thiocyanates

Reaction of 2-chloro-1-phenacylpyridinium bromide 1a with KSCN led to 2-amino-thiazolo[3,2-a]pyridinium salts 4a,b thus opening a novel route to fused thiazoles. In reaction with KSCN oxazolo[3,2-a]pyridinium perchlorate 2a was converted to thiocyanate 2b. Crystal structures of thiocyanates 2b and 4...

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Bibliographic Details
Published in:Tetrahedron letters 1999-10, Vol.40 (42), p.7553-7556
Main Authors: Babaev, Eugene V., Bush, Alexander A., Orlova, Irina A., Rybakov, Viktor B., Zhukov, Sergey G.
Format: Article
Language:English
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Summary:Reaction of 2-chloro-1-phenacylpyridinium bromide 1a with KSCN led to 2-amino-thiazolo[3,2-a]pyridinium salts 4a,b thus opening a novel route to fused thiazoles. In reaction with KSCN oxazolo[3,2-a]pyridinium perchlorate 2a was converted to thiocyanate 2b. Crystal structures of thiocyanates 2b and 4b were determined. According to X-ray data reaction of KSCN with the salt 1 led to fused thiazoles 2a,b and with perchlorate 3a to thiocyanate 3b.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(99)01601-9