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Synthesis of imidazoles via cascade reaction of nitroallylic acetates with amidines and studies on their trypanocidal activity

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Title Synthesis of imidazoles via cascade reaction of nitroallylic acetates with amidines and studies on their trypanocidal activity
 
Creator KUMAR, T
VERMA, D
MENNA-BARRETO, RFS
VALENCA, WO
DA SILVA, EN
NAMBOOTHIRI, INN
 
Subject MORITA-BAYLIS-HILLMAN
MAP KINASE INHIBITORS
ONE-POT SYNTHESIS
HETEROCYCLIC-DERIVATIVES
REGIOSELECTIVE SYNTHESIS
CONJUGATED NITROALKENES
ADDITION-ELIMINATION
CARBENE LIGANDS
BETA-LAPACHONE
CYCLOADDITION
 
Description A one-pot, two step synthesis of highly substituted imidazoles has been carried out in good to excellent yields for the first time via a cascade intermolecular aza-S(N)2'-intramolecular aza-Michael addition involving a variety of Morita-Baylis-Hillman acetates of nitroalkenes and amidines in the presence of DABCO at room temperature. The synthetic and biological utility of the products has been demonstrated. In particular, some of the imidazoles exhibited potent activity against T. cruzi, the etiological agent of Chagas disease.
 
Publisher ROYAL SOC CHEMISTRY
 
Date 2016-01-15T06:55:39Z
2016-01-15T06:55:39Z
2015
 
Type Article
 
Identifier ORGANIC & BIOMOLECULAR CHEMISTRY, 13(7)1996-2000
1477-0520
1477-0539
http://dx.doi.org/10.1039/c4ob02561j
http://dspace.library.iitb.ac.in/jspui/handle/100/17986
 
Language en