Issue 7, 2016

Cobalt(iii) catalyzed C-8 selective C–H and C–O coupling of quinoline N-oxide with internal alkynes via C–H activation and oxygen atom transfer

Abstract

An efficient, scalable, atom-economical, regio-selective air stable Cp*Co(III) catalyzed C–H and C–O coupling via a C–H activation/oxygen atom transfer reaction of quinoline N-oxide and an internal alkyne is reported. Such a catalytic transformation is witnessed for the first time with a cobalt catalyst and using N-oxide as a traceless directing group, in contrast to the existing literature. The developed synthetic methodology is straightforward and possesses various functional group tolerances, including heterocycles.

Graphical abstract: Cobalt(iii) catalyzed C-8 selective C–H and C–O coupling of quinoline N-oxide with internal alkynes via C–H activation and oxygen atom transfer

Supplementary files

Article information

Article type
Communication
Submitted
22 10 2015
Accepted
23 11 2015
First published
23 11 2015
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2016,52, 1338-1341

Cobalt(III) catalyzed C-8 selective C–H and C–O coupling of quinoline N-oxide with internal alkynes via C–H activation and oxygen atom transfer

N. Barsu, M. Sen, J. R. Premkumar and B. Sundararaju, Chem. Commun., 2016, 52, 1338 DOI: 10.1039/C5CC08736H

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