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Reaction of aryl di-, tri-, or tetrabromides with arylboronic acids or alkenes in the presence of a palladium-tetraphosphine catalyst
Authors:Florian Berthiol  Maurice Santelli
Institution:Laboratoire de Synthèse Organique, UMR 6180 CNRS and Université d’Aix-Marseille III: “Chirotechnologies: catalyse et biocatalyse”, Faculté des Sciences de Saint-Jérôme, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France
Abstract:cis,cis,cis-1,2,3,4-Tetrakis(diphenylphosphinomethyl)cyclopentane/View the MathML sourcePdCl(C3H5)]2 system catalyses the Suzuki and Heck reactions of aryl di-, tri-, or tetrabromides with a range of arylboronic acids or alkenes with moderate to high ratio substrate/catalyst in good yields. Aryl polybromides such as dibromobenzenes, 1,3,5-tribromobenzene, 1,2,4,5-tetrabromobenzene, dibromopyridines or a dibromothiophene have been successfully used. Convenient synthesis of a variety of di- and triarylated or vinylated compounds and even a 1,2,4,5-tetraarylated compound were prepared by use of this reaction.
Keywords:Tetraphosphine  Palladium  Suzuki-coupling  Heck-vinylation  Arylboronic acids  Alkenes  Aryl bromides
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