Work

Ring-Closing Disulfenylation of Alkenoic Thioester

Year: 2024

Type: article

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 the traditionally used benzyl sulfide. Additionally, we explored the substrate scope and identified various factors affecting the reaction selectivity and yield.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.4c02180

Authors: Kanaru Sasaki, Miari Kurihara, Hiroki Shigehisa

Institution: Musashino University

Language: English

Topic: Sulfur-Based Synthesis Techniques

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Naito Foundation, Japan Society for the Promotion of Science

Award: MHAT／RPC化学の新展開