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

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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… Click to show full 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.

Keywords: dimerization anilides; anilides via; amidation dimerization; copper; amidation; copper catalyzed

Journal Title: Chemical communications
Year Published: 2020

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