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

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• 作者：Hé ; lè ; ne Lebel ; Micha&euml ; l Davi ; Silvia Dí ; ez-Gonzá ; lez ; Steven P. Nolan
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：January 5, 2007
• 年：2007
• 卷：72
• 期：1
• 页码：144 - 149
• 全文大小：132K
• 年卷期：v.72,no.1(January 5, 2007)
• ISSN：1520-6904

文摘

(NHC)-Cu (NHC = N-heterocyclic carbene) complexes efficiently catalyzed the methylenation of avariety of aliphatic and aromatic aldehydes and ketones in the presence of trimethylsilyldiazomethane,triphenylphosphine, and 2-propanol. The copper catalysts are not only inexpensive compared to rhodiumcomplexes, but they also exhibit better functional group compatibility with aromatic aldehydes and ketones.Indeed very high yields were obtained for the formation of styrenes containing nitro, trifluoromethyl,amino, and ester groups, as well as for pyridine-, pyrrole-, and indole-substituted alkenes.