Issue 53, 2012

Synthesis of sterically hindered enamidesvia a Ti-mediated condensation of amides with aldehydes and ketones

Abstract

The first TiCl4-mediated condensation of secondary amides with aldehydes and ketones has been achieved. The reaction proceeds at room temperature and is complete within 5 h in most cases. The optimized procedure used 5 equiv of an amine base hinting that the in situ activation of both the amide and the Lewis acid is required. The reaction affords polysubstituted (E)-enamides.

Graphical abstract: Synthesis of sterically hindered enamides via a Ti-mediated condensation of amides with aldehydes and ketones

Supplementary files

Article information

Article type
Communication
Submitted
09 Apr 2012
Accepted
30 Apr 2012
First published
01 May 2012

Chem. Commun., 2012,48, 6735-6737

Synthesis of sterically hindered enamides via a Ti-mediated condensation of amides with aldehydes and ketones

J. Genovino, B. Lagu, Y. Wang and B. B. Touré, Chem. Commun., 2012, 48, 6735 DOI: 10.1039/C2CC32538A

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