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Iron(III)‐Catalyzed Cascade Reaction between Nitroolefins and 2‐Aminopyridines: Synthesis of Imidazo[1,2‐ a ]pyridines and Easy Access towards Zolimidine
Author(s) -
Santra Sougata,
Bagdi Avik Kumar,
Majee Adinath,
Hajra Alakananda
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201201112
Subject(s) - aminopyridines , chemistry , catalysis , cascade reaction , cascade , intramolecular force , combinatorial chemistry , organic chemistry , medicinal chemistry , chromatography
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.