Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 355, Issue 6, Pages 1065-1070Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201201112
Keywords
cascade reactions; imidazo[1; 2-a]pyridines; iron(III) chloride; nitroolefins; zolimidine
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Funding
- DST, Govt. of India [SR/S5/GC-05/2010]
- UGC
- CSIR
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The iron(III)-catalyzed one-pot cascade reaction between nitroolefins and 2-aminopyridines has been demonstrated for the synthesis of imidazo[1,2-a]pyridines by exploiting the bielectrophilic nature of nitroolefins. This methodology could be successfully applicable for the synthesis of zolimidine, a useful drug for the treatment of peptic ulcer. The reaction proceeds through Michael addition followed by intramolecular cyclization and in situ denitration.
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