Tetrahedron Letters

Palladium (II) catalyzed carbonylation of ketones

O Hamed, A El-Qisairi, PM Henry

Index: Hamed, Othman; El-Qisairi, Arab; Henry, Patrick M. Tetrahedron Letters, 2000 , vol. 41, # 17 p. 3021 - 3024

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Citation Number: 13

Abstract

Cyclic ketones react with PdCl2 in methanol under a CO atmosphere to give mainly diesters by a ring cleavage reaction along with some chloro-substituted monoester. 13CO labeling experiments indicate the major product is formed by a mechanism involving Pd (II)-CO2CH3 insertion across the double bond of the enol form of the ketone. Pd (II) elimination and acid- catalyzed ring cleavage form a second methyl ester group.