Carbonylative Cross-coupling Reaction Research Articles

Palladium-catalyzed carbonylative cross-coupling reaction of iodoalkanes with 9-alkyl-9-BBN derivatives. A direct and selective synthesis of ketones

The synthesis of unsymmetrical ketones by means of the palladium-catalyzed carbonylative cross-coupling reaction of 9-alkyl-9-BBN derivatives with iodoalkanes under a carbon monoxide atmosphere is described.

Palladium-Catalyzed Carbonylative Cross-Coupling Reaction of 1-Halo-1-alkenes with 9-Alkyl-9-BBN Derivatives. A Direct Synthesis of α,β-Unsaturated Ketones

Abstract The synthesis of α,β-unsaturated ketones by means of the palladium-catalyzed cross-coupling reaction between 9-alkyl-9-borabicyclo[3.3.1]nonanes (9-R-9-BBN) and 1-halo-1-alkenes under carbon monoxide atmosphere is described.

Palladium-catalyzed carbonylative cross-coupling of organoboranes with aryl iodides or benzyl halides in the presence of bis(acetylacetonato)zinc(II)

Carbonylative cross-coupling reactions of organoboranes with aryl iodides and benzyl halides successfully catalyzed by dichlorobis(triphenylphosphine)palladium(II) in the presence of bis(acetylacetonato)zinc(II) produce unsymmetrical ketones in reasonable yields.

Carbonylative cross-coupling reaction of aryl iodides with alkylaluminums by palladium complex catalysis

Secondary and/or tertiary alcohols and unsymmetrical ketones have been obtained in moderate to good yields by the palladium-catalyzed (5 mol%) carbonylative coupling of aryl iodides with alkylaluminum compounds under very mild conditions (20–50°C, 1 atm of carbon monoxide). The type of the reaction product depended on the aluminum reagent employed. While the selective formation of secondary alcohols was observed in the reaction with i-Bu 3Al, the use of Et 3Al led to a mixture of a ketone and two alcoholic products. With Et 2AlCl predominantly unsymmetrical ketones were produced. In all cases, formation of directly cross-coupled products was not observed. DME and benzene can be used as solvents, but THF is unsuitable. Nickel catalysts were found to be ineffective for this reaction.