Direct Assembly of Polyarenes via C−C Coupling Using PIFA/BF3·Et2O

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• 作者：Enrico Faggi ; Rosa M. Sebastin ; Roser Pleixats ; Adelina Vallribera ; Alexandr Shafir ; Alejandra Rodrguez-Gimeno ; Carmen Ramrez de Arellano
• 刊名：Journal of the American Chemical Society
• 出版年：2010
• 出版时间：December 29, 2010
• 年：2010
• 卷：132
• 期：51
• 页码：17980-17982
• 全文大小：238K
• 年卷期：v.132,no.51(December 29, 2010)
• ISSN：1520-5126

文摘

Direct oxidative Kita-type coupling between naphthalene and substituted benzenes was found to proceed via four-component coupling, leading to a linear tetraarene with a binaphthalene core. The methodology was extendable to the coupling of unfunctionalized 1,1′-binaphthalene with mesitylene to give a linear hexaarene product in a remarkably chemoselective manner in 87% yield. The method represents an attractive alternative to the traditional syntheses of related oligonaphthalene products via a sequence of metal-catalyzed cross-coupling steps.