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Issue 5, 2016
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Metal-free oxidative cyclization of acetophenones with diamines: a facile access to phenylpyridines

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Abstract

An efficient metal-free access to 2- and 3-phenylpyridines via oxidative coupling of acetophenones or phenylacetones with 1,3-diaminopropane has been described. The reaction involves shorter reaction time, excellent yields and a broad substrate scope. The reaction proceeds via the formation of imine, which further undergoes oxidative C–N bond cleavage, C–C bond formation and oxidation to give a pyridine skeleton. The quantum chemical calculations identified the transition state for the reaction and helped in tracing the reaction mechanism.

Graphical abstract: Metal-free oxidative cyclization of acetophenones with diamines: a facile access to phenylpyridines

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Publication details

The article was received on 13 Oct 2015, accepted on 06 Nov 2015 and first published on 12 Nov 2015


Article type: Communication
DOI: 10.1039/C5CC08498A
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Chem. Commun., 2016,52, 1009-1012

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    Metal-free oxidative cyclization of acetophenones with diamines: a facile access to phenylpyridines

    R. Sharma, N. Patel, R. A. Vishwakarma, P. V. Bharatam and S. B. Bharate, Chem. Commun., 2016, 52, 1009
    DOI: 10.1039/C5CC08498A

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