Electrochemical TEMPO-catalyzed multicomponent C(sp3)–H α-carbamoylation of free cyclic secondary amines

Na Pan; Johanne Ling; Ramiro Zapata; Jean-Pierre Pulicani; Laurence Grimaud; Maxime R. Vitale

doi:10.1039/C9GC03173A

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Electrochemical TEMPO-catalyzed multicomponent C(sp³)–H α-carbamoylation of free cyclic secondary amines†

Na Pan,

^ab Johanne Ling,

^c Ramiro Zapata,^a Jean-Pierre Pulicani,^a Laurence Grimaud

*^a and Maxime R. Vitale

*^c

Author affiliations

* Corresponding authors

^a Laboratoire des biomolécules, Sorbonne Université – Ecole Normale Supérieure – CNRS, 24 Rue Lhomond, Paris, France
E-mail: laurence.grimaud@ens.fr

^b Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, SCME, East China Normal University, 3663 Zhongshanbei Road, Shanghai, China

^c Institute of Chemistry for Health and Life Sciences, PSL Université Paris – Chimie ParisTech – CNRS, 11 rue Pierre et Marie Curie, 75005 Paris, France
E-mail: maxime.vitale@chimieparistech.psl.eu

Abstract

We report here an original electrosynthetic method allowing the straightforward C(sp³)–H α-carbamoylation of free cyclic secondary amines. Based on a TEMPO-catalyzed indirect anodic oxidation and a multicomponent coupling, a wide variety of N-acyl α-carboxamides have been obtained under remarkably mild and sustainable reaction conditions.

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Article information

DOI: https://doi.org/10.1039/C9GC03173A
Article type: Paper
Submitted: 09 Sep 2019
Accepted: 10 Oct 2019
First published: 11 Oct 2019

Download Citation

Green Chem., 2019,21, 6194-6199

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Electrochemical TEMPO-catalyzed multicomponent C(sp³)–H α-carbamoylation of free cyclic secondary amines

N. Pan, J. Ling, R. Zapata, J. Pulicani, L. Grimaud and M. R. Vitale, Green Chem., 2019, 21, 6194 DOI: 10.1039/C9GC03173A

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