A new catalytic method for the synthesis of selectively substituted biphenyls containing an oxoalkyl chain |
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Authors: | Marta Catellani,Sara Deledda,Franç oise Hé nin,Jacques Muzart |
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Affiliation: | a Dipartimento di Chimica Organica e Industriale dell'Università, Parco Area delle Scienze, 17/A, I-43100 Parma, Italy b Unité Mixte de Recherche ‘Réactions Sélectives et Applications’, CNRS-Université de Reims Champagne-Ardenne, BP 1039, 51687 Reims Cedex 2, France |
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Abstract: | A novel reaction sequence leading to the synthesis of substituted biphenyls containing a carbonyl group in an aliphatic chain has been achieved in one-pot reaction starting from iodoarenes and allylic alcohols under the catalytic action of palladium and norbornene. The latter is temporarily incorporated into a palladacycle, which directs the reaction towards the selective formation of an arylaryl bond. Norbornene spontaneously deinserts to allow the biphenylylpalladium bond thus formed to react in its turn with the allylic alcohol. |
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Keywords: | Palladium Palladacycles Aromatic arylation Allylic alcohols Heck reaction Catalysis |
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