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Copper-Carbene Complexes as Catalysts in the Synthesis of Functionalized Styrenes and Aliphatic Alkenes

Hélène Lebel,* Michaël Davi, Silvia Díez-Gonzlez and Steven P. Nolan

*Département de Chimie, Université de Montréal, P.O. Box 6128, Station Downtown, Montréal, Québec, Canada, H3C 3J7, Email: helene.lebelumontreal.ca

H. Lebel, M. Davi, S. Díez-Gonzlez, S. P. Nolan, J. Org. Chem., 2007, 72, 144-149.

DOI: 10.1021/jo061781a (free Supporting Information)


Abstract

Inexpensive (NHC)-Cu complexes efficiently catalyzed the methylenation of various aliphatic and aromatic carbonyl compounds in the presence of trimethylsilyldiazomethane, triphenylphosphine, and 2-propanol. High yields were obtained for the formation of styrenes containing nitro, trifluoromethyl, amino, and ester groups.

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Rhodium-Catalyzed Methylenation of Aldehydes

A. Y. Koposov, R. R. Karimov, I. M. Geraskin, V. N. Nemykin, V. V. Zhdankin, J. Org. Chem., 2006, 72, 8452-8458.


Key Words

Methylenation


ID: J42-Y2007-0010