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Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Synthesis of Cyclic Sulfides through Tandem Nucleophilic Substitution and Photoredox-Mediated Intramolecular
Wenjing Wang1, Shanyue Li1, Hao-Shuo Zhang1
1International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of Education, College of Pharmacy, Jinan University, Guangzhou 510632, China.
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.
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