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

The synthesis of α-carbonyl-α'-amide sulfoxonium ylides by Pd/C-catalyzed carbonylative transformation of azides with α-carbonyl sulfoxonium ylides has been studied. This method offers a direct approach to produce synthetically useful α-carbonyl-α'-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. An example of converting the obtained ylide into the corresponding 1,3-dicarbonyl compound has been given as well.