Issue 4, 2017

Cu-Catalyzed electrophilic amination of internal alkynes via hydroalumination

Abstract

A straightforward and efficient method for the synthesis of 1,2-diaryl-substituted enamines through the Cu-catalyzed electrophilic amination reaction of O-benzoyl hydroxylamines with vinylaluminum reagents generated in situ from the Ni-catalyzed hydroalumination of readily accessible internal aryl acetylenes is described. The amination is catalyzed by 1 mol% CuCl without any additive at ambient temperature to afford new versatile enamines in good yield (61–91%) with high selectivity (>98% E-enamine).

Graphical abstract: Cu-Catalyzed electrophilic amination of internal alkynes via hydroalumination

Supplementary files

Article information

Article type
Communication
Submitted
29 Nov 2016
Accepted
15 Dec 2016
First published
15 Dec 2016

Org. Biomol. Chem., 2017,15, 790-795

Cu-Catalyzed electrophilic amination of internal alkynes via hydroalumination

H. Yoon, Y. Kim and Y. Lee, Org. Biomol. Chem., 2017, 15, 790 DOI: 10.1039/C6OB02606K

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