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Issue 37, 2018
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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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Supplementary files

Article information


Submitted
07 Aug 2018
Accepted
31 Aug 2018
First published
06 Sep 2018

Org. Biomol. Chem., 2018,16, 8384-8389
Article type
Paper

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

R. Manoharan and M. Jeganmohan, Org. Biomol. Chem., 2018, 16, 8384
DOI: 10.1039/C8OB01924J

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