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.cacchi
uniroma1.it
G. Battistuzzi, S. Cacchi, G. Fabrizi, Org. Lett., 2003, 5, 777-780.
DOI: 10.1021/ol034071p
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.
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Key Words
Heck Reaction, Enones, Arylation
ID: J54-Y2003-040
