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Cobalt-catalyzed cyclization of benzamides with alkynes: a facile route to isoquinolones with hydrogen evolution

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Abstract

The reaction of benzamides with alkynes assisted by an 8-aminoquinoline ligand in the presence of Co(OAc)2·4H2O and pivalic acid under an air atmosphere provided isoquinolone derivatives in good to excellent yields. In this reaction, the active Co(III) species is regenerated by the reaction of Co(I) species with pivalic acid under an air atmosphere with hydrogen evolution. The proposed mechanism was supported by competition experiments, deuterium labelling studies, radical scavenger experiments and kinetic studies.

Graphical abstract: Cobalt-catalyzed cyclization of benzamides with alkynes: a facile route to isoquinolones with hydrogen evolution

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Publication details

The article was received on 07 Aug 2018, accepted on 31 Aug 2018 and first published on 06 Sep 2018


Article type: Paper
DOI: 10.1039/C8OB01924J
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Cobalt-catalyzed cyclization of benzamides with alkynes: a facile route to isoquinolones with hydrogen evolution

    R. Manoharan and M. Jeganmohan, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01924J

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