REACTIONS OF ORGANOMETALLIC COMPOUNDS CATALYZED BY TRANSITION-METAL COMPLEXES. XI. THE PALLADIUM-CATALYZED REACTION OF ACYL CHLORIDES WITH Et6Sn2 AS A ROUTE TO SYMMETRICAL KETONES AND α-DIKETONES

Article abstract of DOI:10.1016/0022-328X(85)87200-4

The reaction of aroyl chlorides (ArCOCl) with Et6Sn2 gives symmetrical ketones (Ar2CO) or α-diketones ((ArCO)2), depending on the nature of the palladium catalyst and the reaction conditions.The synthesis of α-diketones from AlkCOCl and HetCOCl has been performed for Alk=n-C7H15 and Het=2-C4H3O(furyl).The palladium-catalyzed carbonylation of aryl iodides in the presence of Et6Sn2 may serve as another route to symmetrical α-diketones.Such a possibility has been demonstrated for the preparation of 4,4'-dimethoxybenzil from 4-iodoanisole, carbon monoxide, and Et6Sn2.