Ring-closing Disulfenylation of Alkenoic Thioester

08 August 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

This study demonstrated for the first time that alkenoic thioesters can be effectively used as nucleophiles in ring-closing disulfenylation reactions. Our investigation revealed that the reaction in hexafluoroisopropanol with an electrophilic sulfur reagent significantly enhances the product yield. We gathered experimental and theoretical evidence to support the superiority of thioesters over traditionally used benzyl sulfide. Additionally, we explored the substrate scope and identified various factors affecting reaction selectivity and yield.

Keywords

thioester
alkene
heterocycles
disulfenylation

Supplementary materials

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experimental procedure compound data DFT study NMR charts
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