Issue 34, 2012

Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates

Abstract

We report the palladium-catalyzed, pyrrolidine-mediated α-benzylation of enamines generated from aldehydes and ketones. The method allows for direct coupling of medicinally relevant coumarin moieties with aldehydes and ketones in good yield under mild conditions. The reaction is believed to proceed via a Pd–π-benzyl complex generated from (coumarinyl)methyl acetates.

Graphical abstract: Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates

Supplementary files

Article information

Article type
Communication
Submitted
18 May 2012
Accepted
06 Jul 2012
First published
12 Jul 2012

Org. Biomol. Chem., 2012,10, 6826-6829

Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates

K. Cattopadhyay, A. Recio III and J. A. Tunge, Org. Biomol. Chem., 2012, 10, 6826 DOI: 10.1039/C2OB25962A

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