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Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from <i>N</i>-Tosylhydrazones

Zeyang Wei, Qi Zhang, Meng Tang, Siyu Zhang, Qian Zhang

2021Organic Letters34 citationsDOI

Abstract

The diversity-oriented synthesis of 1,2,4-triazols, 1,3,4-thiadiazols, and 1,3,4-selenadiazoles from N-tosylhydrazones was developed, and the reactions were general for a wide range of substrates, in which NH2CN, KOCN, KSCN, and KSeCN were used as odorless sources. Two different pathways were proposed, and N-tosylhydrazonoyl chlorides were formed in situ in the presence of NCS.

Topics & Concepts

ChemistryIn situCombinatorial chemistryOrganic chemistryCyclopropane Reaction MechanismsSynthesis and Biological EvaluationSulfur-Based Synthesis Techniques