Organic Letters 2008-10-16

Zirconocene-mediated synthesis of cyclobutabenzenes.

José Barluenga, Jonás Calleja, María J Antón, Lucía Alvarez-Rodrigo, Félix Rodríguez, Francisco J Fañanás

Index: Org. Lett. 10(20) , 4469-71, (2008)

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Abstract

A new, mild, one-pot method for the synthesis of cyclobutabenzenes by the zirconium-promoted cross-coupling reaction of aryllithium compounds and alkenyl bromides is reported. Formation of an arynezirconocene complex and its regioselective coupling with an alkenyl bromide are the key steps of the process. This method allows the regio- and diastereoselective synthesis of functionalized cyclobutabenzene derivatives from simple and easily available starting materials.