Issue 46, 2009

Palladium-catalyzed oxidative tandem reaction of allylamines with aryl halides leading to α,β-unsaturated aldehydes

Abstract

A novel tandem protocol involving a Heck reaction process for the synthesis of α,β-unsaturated aldehydes has been developed. In the presence of Pd(OAc), PPh3, NaOAc, TBAB and air, N-allylbenzenamines underwent the reaction with various aryl halides to afford the corresponding α,β-unsaturated aldehydes selectively in moderate to good yields. The protocol can also be used as a valuable route for the deallylation of arylamines.

Graphical abstract: Palladium-catalyzed oxidative tandem reaction of allylamines with aryl halides leading to α,β-unsaturated aldehydes

Supplementary files

Article information

Article type
Communication
Submitted
28 Aug 2009
Accepted
08 Oct 2009
First published
21 Oct 2009

Chem. Commun., 2009, 7236-7238

Palladium-catalyzed oxidative tandem reaction of allylamines with aryl halides leading to α,β-unsaturated aldehydes

T. Jiang and J. Li, Chem. Commun., 2009, 7236 DOI: 10.1039/B917782E

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