Synthesis of Cyclic Sulfides through Tandem Nucleophilic Substitution and Photoredox-Mediated Intramolecular Thiosulfonylation

The Journal of Organic Chemistry 2026

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Authors: Wenjing Wang, Shanyue Li, H. ZHANG, Min-Jing Cheng, Wei Zhou, Wenchao Yang
DOI: 10.1021/acs.joc.6c00263
Cited by: 1
References: 51

Abstract

This study presents an efficient method for synthesizing cyclic sulfides through a tandem nucleophilic substitution and a photoredox-mediated intramolecular thiosulfonylation approach. Utilizing readily available bromoalkane-tethered alkynes and potassium thiosulfonate salts, the protocol enables the construction of five-, six-, and seven-membered sulfur-containing heterocycles under mild conditions. This one-pot strategy offers a broad substrate scope, good functional group tolerance, and high yields, avoiding harsh reagents or multistep procedures. Mechanistic studies support a radical-based cyclization mechanism.

Fields of Study & Subjects

Sulfur-Based Synthesis Techniques Radical Photochemical Reactions Synthesis and Reactivity of Sulfur-Containing Compounds

Publication details

Journal / source
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Volume
91
Issue
17
Pages
5976–5981
Publication date
21 April 2026
Language
EN