Litcius/Paper detail

Copper-Catalyzed Sulfur Alkylation of Sulfenamides with <i>N</i>-Sulfonylhydrazones

Yidan Han, Yin Yuan, Shutao Qi, Zhikun Zhang, Xiangfei Kong, Junfeng Yang, Junliang Zhang

2024Organic Letters25 citationsDOI

Abstract

Sulfilimines are valuable compounds in both organic synthesis and pharmaceuticals. In this study, we present a copper-catalyzed sulfur alkylation of sulfenamides with N -sulfonylhydrazones. In contrast to prior findings, hydrazones derived from aldehydes act as donor-type carbene precursors, effectively engaging in coupling with sulfenamides via a copper catalyst, demonstrating exclusive S selectivity. The utility of the protocol was highlighted in the rapid access to a wide range of sulfoximine derivatives.

Topics & Concepts

ChemistryAlkylationSulfurCatalysisCopperOrganic chemistryCombinatorial chemistrySulfur-Based Synthesis TechniquesSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods