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Issue 1, 2014
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On the mechanism of the direct acid catalyzed formation of 2,3-disubstituted imidazo[1,2-a]pyridines from 2-aminopyridines and acetophenones. Concurrence between ketimine and Ortoleva–King type reaction intermediated transformations

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Abstract

Direct acid catalyzed formation of 2,3-disubstituted imidazo[1,2-a]pyridines from 2-aminopyridines and acetophenones was studied in order to gain insight into the reaction mechanism. The formation of differently substituted products was explained by a concurrent ketimine and Ortoleva–King type reaction intermediated transformations. The dependence of the reaction output on the catalyst used and on acetophenone and pyridine substituents was discussed.

Graphical abstract: On the mechanism of the direct acid catalyzed formation of 2,3-disubstituted imidazo[1,2-a]pyridines from 2-aminopyridines and acetophenones. Concurrence between ketimine and Ortoleva–King type reaction intermediated transformations

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Publication details

The article was received on 11 Sep 2013, accepted on 30 Oct 2013 and first published on 31 Oct 2013


Article type: Paper
DOI: 10.1039/C3RA45005H
RSC Adv., 2014,4, 175-184

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    On the mechanism of the direct acid catalyzed formation of 2,3-disubstituted imidazo[1,2-a]pyridines from 2-aminopyridines and acetophenones. Concurrence between ketimine and Ortoleva–King type reaction intermediated transformations

    V. B. Kurteva, L. A. Lubenov and D. V. Antonova, RSC Adv., 2014, 4, 175
    DOI: 10.1039/C3RA45005H

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