Copper-catalyzed transformation of alkyl nitriles to N-arylacetamide using diaryliodonium salts

Romain Sallio; Pierre-Adrien Payard; Paweł Pakulski; Iryna Diachenko; Indira Fabre; Sabine Berteina-Raboin; Cyril Colas; Ilaria Ciofini; Laurence Grimaud; Isabelle Gillaizeau

doi:10.1039/D1RA02305E

Copper-catalyzed transformation of alkyl nitriles to N-arylacetamide using diaryliodonium salts†

Romain Sallio,^a Pierre-Adrien Payard,^b Paweł Pakulski,

^a Iryna Diachenko,

^a Indira Fabre,^b Sabine Berteina-Raboin,

^a Cyril Colas,

^a Ilaria Ciofini,

^c Laurence Grimaud*^b and Isabelle Gillaizeau

*^a

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* Corresponding authors

^a Institute of Organic and Analytical Chemistry, ICOA UMR 7311 CNRS, Université d'Orléans, rue de Chartres, 45100 Orléans, France
E-mail: Isabelle.gillaizeau@univ-orleans.fr

^b Laboratoire des Biomolécules, LBM, Département de chimie, École normale supérieure, PSL University, Sorbonne Université, CNRS, 75005 Paris, France
E-mail: laurence.grimaud@ens.psl.eu

^c Institute of Chemistry for Health and Life Sciences, I-CLeHS, Chimie ParisTech, PSL University, CNRS, 75005 Paris, France

Abstract

This work reports a simple and efficient method for the copper-catalyzed redox-neutral transformation of alkyl nitriles using eco-friendly diaryliodonium salts and leading to N-arylacetamides. The method features high efficiency, broad substrate scope and good functional group tolerance.

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Copper-catalyzed transformation of alkyl nitriles to N-arylacetamide using diaryliodonium salts†

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Copper-catalyzed transformation of alkyl nitriles to N-arylacetamide using diaryliodonium salts

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