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Sodium nitrite-promoted aerobic oxidative coupling of aryl methyl ketones with ammonium under metal-free conditions: a facile access to polysubstitution imidazoles

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Abstract

A practical, economic and efficient sodium nitrite-promoted aerobic oxidative synthesis of polysubstitution imidazoles from aryl methyl ketones has been developed. (4 or 5)-Aryl-2-aroyl-imidazoles are generated in good yields under metal-free conditions and in a one step process, which show highly potent antiproliferative activity. Based on some control experiments, a possible mechanism was proposed. Moreover, other multisubstituted heterocyclic derivatives, such as 1,2,4-trisubstituted imidazoles, were prepared under the sodium nitrite-promoted aerobic oxidative conditions.

Graphical abstract: Sodium nitrite-promoted aerobic oxidative coupling of aryl methyl ketones with ammonium under metal-free conditions: a facile access to polysubstitution imidazoles

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Publication details

The article was received on 29 Mar 2017, accepted on 30 Apr 2017 and first published on 02 May 2017


Article type: Research Article
DOI: 10.1039/C7QO00247E
Citation: Org. Chem. Front., 2017, Advance Article
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    Sodium nitrite-promoted aerobic oxidative coupling of aryl methyl ketones with ammonium under metal-free conditions: a facile access to polysubstitution imidazoles

    C. Liu, Z. Yang, Y. Zeng, K. Guo, Z. Fang and B. Li, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00247E

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