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

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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

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Publication details

The article was received on 19 Sep 2017, accepted on 21 Nov 2017 and first published on 22 Nov 2017


Article type: Research Article
DOI: 10.1039/C7QO00851A
Citation: Org. Chem. Front., 2018, Advance Article
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    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, Advance Article , DOI: 10.1039/C7QO00851A

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