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para-Selective copper-catalyzed C(sp2)–H amidation/dimerization of anilides via a radical pathway

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Abstract

Copper-catalyzed amidation/dimerization of anilides via regioselective C(sp2)–H functionalization is achieved. The para-selective amidation is accomplished on the anilide aromatic ring via a radical pathway leading to C–N bond formation in the presence of ammonium persulfate as a radical source/oxidant for the copper catalyst. The developed protocol tolerates a wide range of anilide substrates. The regioselectivity is confirmed by single-crystal X-ray studies.

Graphical abstract: para-Selective copper-catalyzed C(sp2)–H amidation/dimerization of anilides via a radical pathway

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Article information


Submitted
18 Dec 2019
Accepted
02 Jan 2020
First published
02 Jan 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

para-Selective copper-catalyzed C(sp2)–H amidation/dimerization of anilides via a radical pathway

A. B. Viveki, D. N. Garad, R. G. Gonnade and S. B. Mhaske, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC09824K

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