Pd/C-Catalyzed Carbonylative Synthesis of alpha-Carbonyl-alpha'-Amide Sulfoxonium Ylides from Azides.

The synthesis of alpha-carbonyl-alpha'-amide sulfoxonium ylides by Pd/C-catalyzed carbonylative transformation of azides with alpha-carbonyl sulfoxonium ylides has been studied. This method offers a direct approach to produce synthetically useful alpha-carbonyl-alpha'-amide sulfoxonium ylides in high efficiency. By using readily available substrates, 39 examples of products were prepared in good yields with outstanding functional group compatibility. Example on converting the obtained ylide into the corresponding 1,3-dicarbonyl compound has been given as well.