Litcius/Paper detail

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

Ajay Kant Gola, Ajay Sharma, Satyendra Kumar Pandey

2023Organic Letters29 citationsDOI

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.

Topics & Concepts

ChemistryAmideAtom economyAtom (system on chip)Organic chemistryCatalysisEmbedded systemComputer scienceSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms