Issue 11, 2015

Synthesis of α-enamino esters via Cu(ii)-promoted dehydrogenation of α-amino acid esters: application to the synthesis of polysubstituted pyrroles

Abstract

α-Enamino esters were efficiently prepared directly from readily available α-amino acid esters using a Cu(II)-promoted dehydrogenation with broad functional group tolerance and good to excellent yields. Moreover, the first application of α-enamino esters for the synthesis of polysubstituted pyrroles was achieved using an oxidative coupling with alkynes under Cu(II)-promoted conditions via intermolecular carbometalation of the alkyne in high yields.

Graphical abstract: Synthesis of α-enamino esters via Cu(ii)-promoted dehydrogenation of α-amino acid esters: application to the synthesis of polysubstituted pyrroles

Supplementary files

Article information

Article type
Research Article
Submitted
08 Jun 2015
Accepted
16 Sep 2015
First published
29 Sep 2015

Org. Chem. Front., 2015,2, 1521-1530

Synthesis of α-enamino esters via Cu(II)-promoted dehydrogenation of α-amino acid esters: application to the synthesis of polysubstituted pyrroles

N. Zhou, Z. Li and Z. Xie, Org. Chem. Front., 2015, 2, 1521 DOI: 10.1039/C5QO00182J

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