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Rhodium-catalysed tandem dehydrogenative coupling–Michael addition: direct synthesis of phthalides from benzoic acids and alkenes†
Hiroshi Nakazawa,Chao-Jun Li
RSC Advances Pub Date : 04/22/2016 00:00:00 , DOI:10.1039/C6RA07671H
Abstract

[(COD)RhCl]2 catalyses the coupling of benzoic acids and alkenes in the presence of Cu(OAc)2·H2O and dicyclopentadiene to afford phthalides in 15–93% yield. A 3-substituted or 3,7-disubstituted product is obtained selectively depending on alkene type. The reaction is highly atom-economical and uses readily available starting materials.

Graphical abstract: Rhodium-catalysed tandem dehydrogenative coupling–Michael addition: direct synthesis of phthalides from benzoic acids and alkenes
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