Palladium-Catalyzed Double-Carbonylation of Alkenyl Halides with Secondary Amines To Give α-Keto Amides

摘要: The double-carbonylation reaction of alkenyl halides with diethylamine in the presence palladium catalysts has been examined detail. gives α-keto amide together amide, single-carbonylation by-product. yield is strongly dependent on nature halide. Alkenyl bromides or iodides having phenyl group(s) as substituent(s) vinyl group are successfully double-carbonylated under appropriate conditions and corresponding amides obtained good to modest yields amides. In contrast, reactions without a give exclusively. order clarify reason for substrate-specificity reaction, series alkenyl- alkenoylpalladium(II) complexes, presumed intermediates catalytic reactions, have prepared their secondary amines, carbon monoxide, were examined. study suggests operation three types pro...