Palladium catalyzed diaryl sulfoxide generation from aryl benzyl sulfoxides and aryl chlorides.

Palladium-Catalyzed Arylation of Alkyl Sulfenate Anions.

A unique palladium-catalyzed arylation of alkyl sulfenate anions is introduced that affords aryl alkyl sulfoxides in high yields. Due to the base sensitivity of the starting sulfoxides, sulfenate anion intermediates, and alkyl aryl sulfoxide products, the use of a mild method to generate alkyl sulfenate anions was crucial to the success of this process. Thus, a fluoride triggered elimination st...

Palladium-catalyzed carbonylative Negishi-type coupling of aryl iodides with benzyl chlorides.

Gorlos-Phos for palladium-catalyzed borylation of aryl chlorides.

Using a readily available form of the mono-phosphine ligand, Gorlos-Phos·HBF4, Pd-catalyzed borylation of aryl chlorides afforded aryl boronates in high yields. A variety of functional groups are well compatible with this palladium catalyzed borylation reaction.

Carbon annulation of ortho-vinylanilines with dimethyl sulfoxide to access 4-aryl quinolines.

A palladium-catalyzed annulation of ortho-vinylanilines with dimethyl sulfoxide was developed to access 4-aryl quinolines in moderate to good yields. Activated by 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO), DMSO served as a "[double bond, length as m-dash]CH-" fragment in this transformation. It represents a facile pathway leading to 4-aryl quinolines.

Palladium-Catalyzed Amination of Aryl Chlorides and Bromides with Ammonium Salts

We report the palladium-catalyzed coupling of aryl halides with ammonia and gaseous amines as their ammonium salts. The coupling of aryl chlorides and ortho-substituted aryl bromides with ammonium sulfate forms anilines with higher selectivity for the primary arylamine over the diarylamine than couplings with ammonia in dioxane. The resting state for the reactions of aryl chlorides is different...