Issue 80, 2016

Chemoselective reductive alkynylation of tertiary amides by Ir and Cu(i) bis-metal sequential catalysis

Abstract

We report herein a convenient and versatile method for the direct reductive alkynylation of tertiary amides to give propargylic amines through sequential Ir-catalysed hydrosilylation–Cu(I)-catalysed alkynylation. The reactions proceed chemoselectively at the amide group in the presence of several sensitive functional groups including the very reactive aldehyde group on either the amide or the alkyne coupling partner. The method is general for tert-amides with or without α-hydrogen.

Graphical abstract: Chemoselective reductive alkynylation of tertiary amides by Ir and Cu(i) bis-metal sequential catalysis

Supplementary files

Article information

Article type
Communication
Submitted
26 6 2016
Accepted
30 8 2016
First published
05 9 2016
This article is Open Access
Creative Commons BY license

Chem. Commun., 2016,52, 11967-11970

Chemoselective reductive alkynylation of tertiary amides by Ir and Cu(I) bis-metal sequential catalysis

P. Huang, W. Ou and F. Han, Chem. Commun., 2016, 52, 11967 DOI: 10.1039/C6CC05318A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements