Issue 5, 2018

Cu(i)-Catalyzed amidation/imidation of N-arylglycine ester derivatives via C–N coupling under mild conditions

Abstract

A mild and efficient reaction protocol for the cross-dehydrogenative carbon–nitrogen (CDCN) coupling of N-arylglycine ester derivatives with benzamides, aromatic heterocyclic amides (oxindole, isatins), acyclic and cyclic amides (lactams) and imides (phthalimide, succinimide) has been achieved. The copper-catalyzed C–N coupling reaction exhibits a wide substrate scope with respect to N-arylglycine ester derivatives. The ligand/oxidant free reaction facilitates the direct formation of a C(sp3)–N bond with high atom economy to furnish the corresponding amidated/imidated N-arylglycine ester derivatives in good to excellent yields under open flask conditions.

Graphical abstract: Cu(i)-Catalyzed amidation/imidation of N-arylglycine ester derivatives via C–N coupling under mild conditions

Supplementary files

Article information

Article type
Research Article
Submitted
19 Sep 2017
Accepted
21 Nov 2017
First published
22 Nov 2017

Org. Chem. Front., 2018,5, 788-792

Cu(I)-Catalyzed amidation/imidation of N-arylglycine ester derivatives via C–N coupling under mild conditions

R. V. Daggupati and C. Malapaka, Org. Chem. Front., 2018, 5, 788 DOI: 10.1039/C7QO00851A

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