Issue 10, 2016

Rhodium-catalyzed ortho C–H bond activation of arylamines for the synthesis of quinoline carboxylates

Abstract

The rhodium catalyzed annulation of anilines with alkynic esters allowing for the high-yield synthesis of quinoline carboxylates with excellent regioselectivity is described. This unprecedented reaction employs either formic acid as the C1 source and reductant or copper(II) as the oxidant and is proposed to proceed via rhodacycle of in situ generated amide and enamine ester followed by ortho C–H activation of arylamines with rhodium as the catalyst.

Graphical abstract: Rhodium-catalyzed ortho C–H bond activation of arylamines for the synthesis of quinoline carboxylates

Supplementary files

Article information

Article type
Paper
Submitted
20 Jan 2016
Accepted
09 Feb 2016
First published
09 Feb 2016

Org. Biomol. Chem., 2016,14, 2969-2977

Rhodium-catalyzed ortho C–H bond activation of arylamines for the synthesis of quinoline carboxylates

S. K. Gadakh, S. Dey and A. Sudalai, Org. Biomol. Chem., 2016, 14, 2969 DOI: 10.1039/C6OB00170J

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