Organic Chemistry Portal

Abstracts

Search:

An Efficient Palladium-Catalyzed Synthesis of Cinnamaldehydes from Acrolein Diethyl Acetal and Aryl Iodides and Bromides

Gianfranco Battistuzzi, Sandro Cacchi* and Giancarlo Fabrizi

*Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Universita degli Studi "La Sapienza", P. le A. Moro 5, 00185 Rome, Italy, Email: sandro.cacchiuniroma1.it

G. Battistuzzi, S. Cacchi, G. Fabrizi, Org. Lett., 2003, 5, 777-780.

DOI: 10.1021/ol034071p (free Supporting Information)


Abstract

The palladium-catalyzed reaction of aryl bromides and iodides with acrolein diethyl acetal and subsequent hydrolysis by addition of 2 M HCl to the reaction mixture affords (E)-cinnamaldehydes in good yields. Various functional groups are tolerated.

see article for more examples



Key Words

Heck Reaction, Enones, Arylation


ID: J54-Y2003-040