Tetrahedron

Preparative and regiochemical aspects of the palladium-catalyzed carbonylative coupling of 2-hydroxyaryl lodides with ethynylarenes

PG Ciattini, E Morera, G Ortar, SS Rossi

Index: Ciattini, Pier Giuseppe; Morera, Enrico; Ortar, Giorgio; Rossi, Sabina Strano Tetrahedron, 1991 , vol. 47, # 32 p. 6449 - 6456

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Citation Number: 45

Abstract

The title reaction has been conveniently carried out in DMF at 60° C under 1 atm of CO pressure using DBU as the base and Pd (OAc) 2 (DPPF) 2 as the catalyst to afford generally mixtures of flavones 4 and aurones 5 in varying yields, depending on the substituents in the both reactants. Factors controlling the regioselectivity for 4 or 5 formation in this and in similar, previously reported, coupling procedures have been examined.