Litcius/Paper detail

Synthesis of Sulfilimines via Aryne and Cyclohexyne Intermediates

Xianda Wu, Minghong Chen, Fu‐Sheng He, Jie Wu

2023Organic Letters59 citationsDOI

Abstract

An efficient and metal-free approach for the synthesis of sulfilimines from sulfenamides with aryne and cyclohexyne precursors has been developed. The reaction proceeds through unusual S-C bond formation, which offers a novel and practical entry to access a wide range of sulfilimines in moderate to good yields with excellent chemoselectivity. Moreover, this protocol is amenable to gram-scale synthesis and is applicable to the transformation of the products into useful sulfoximines.

Topics & Concepts

AryneChemistryChemoselectivityCombinatorial chemistryReaction conditionsTransformation (genetics)Organic chemistryCatalysisGeneBiochemistrySynthesis and Catalytic ReactionsCyclization and Aryne ChemistrySynthesis and Biological Evaluation