AUTHOR=Li Weiwei , Zhang Jun , He Jing , Xu Liang , Vaccaro Luigi , Liu Ping , Gu Yanlong TITLE=I2/DMSO-Catalyzed Transformation of N-tosylhydrazones to 1,2,3-thiadiazoles JOURNAL=Frontiers in Chemistry VOLUME=8 YEAR=2020 URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2020.00466 DOI=10.3389/fchem.2020.00466 ISSN=2296-2646 ABSTRACT=

An iodine/DMSO catalyzed selective cyclization of N-tosylhydrazones with sulfur without adding external oxidant was developed for the synthesis of 4-aryl-1,2,3-thiadiazoles. In this reaction, oxidation of HI by using DMSO as dual oxidant and solvent is the key, which allowed the regeneration of I2, ensuring thus the success of the synthesis. This protocol features by simple operation, high step-economy (one-pot fashion), broad substrate scope as well as scale-up ability.