ChemInform Abstract: Carbonylation of Aryl Halides and Vinyl Bromides Mediated by Tetracarbonylcobalt Anion.

ChemInform Abstract

Reaction of the aryl halides (I) with octacarbonyl dicobalt (V) in the presence of MeI (II) and NaOH under phase-transfer conditions gives mixtures of the ketones (III) + (IV). Similarly, the product mixtures (VIb) + (VIc), (VIIa) + (VIIb), (VIIIa) + (VIIIb) are obtained whereas the ketone (IXb) is formed as the sole product from (IXa). Replacement of MeI (II) with benzylbromide (X) in the reaction of (VIa) leads to a product mixture (XIa)-(XIIc). From the vinyl halides (XIII), the products (XIVa), (XIVb) or (XVa)/(XVb) are obtained exclusively. The reaction mechanism is discussed.