Synthesis of α-Carbonyl-α'-amide Sulfoxonium Ylides from Isocyanates with Complete Atom Economy.

Abstract

An efficient catalyst- and additive-free facile synthesis of α-carbonyl-α'-amide sulfoxonium ylides from isocyanates and β-ketosulfoxonium ylides with complete atom economy has been described. The β-ketosulfoxonium ylides and isocyanates adorned with various functional groups were well-tolerated and afforded moderate to high yields of the α-carbonyl-α'-amide sulfoxonium ylide derivatives. Finally, using large-scale reactions and converting the synthesized ylides into other valuable compounds, we demonstrated the practicality of this synthetic method.