Selective N=S Coupling Reactions of N -Methoxy Arylamides and Sulfoxides Catalyzed by Iron Salt.

An iron-catalyzed selective N=S coupling of N -methoxy amides and sulfoxides has been developed and was found to be a highly efficient method for the synthesis of N -acyl sulfoximines. Electron-donating as well as electron-withdrawing groups on the phenyl ring are tolerated, and even sensitive substituents are compatible. The current catalytic transformation was conducted under an air atmosphere and can be easily scaled up to a gram scale with a catalyst loading of only 1 mol %. In this case, both coupling partners are used in their native forms, thus obviating prior functionalization and activation.