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Cyclodesulfurization of Substituted Thiosemicarbazides into 1,3,4-Oxadiazoles via Hydrazonoyl Chlorides
Authors:Hatem A. Abdel-Aziz  Mashooq A. Bhat  Mohamed Ghazzali
Affiliation:1. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Kingdom of Saudi Arabia;2. Department of Applied Organic Chemistry, National Research Center, Dokki, Cairo 12622, Egypthatem_741@yahoo.com hatem@ksu.edu.sa;4. Department of Chemistry, College of Science, King Saud University, Riyadh 11451, Saudi Arabia
Abstract:Abstract

The reaction of thiosemicarbazides 1ah with hydrazonoyl chlorides 2ag at ambient temperature, in the presence of triethylamine yielded, in each case, two products. The structure of these compounds was confirmed as 1,3,4-oxadiazoles 14ah and hydrazonothioates 15ag. The structure of 15b was confirmed through single crystal X-ray diffraction. A mechanism was proposed for this cyclodesulfurization reaction.
Keywords:Cyclodesulfurization  thiosemicarbazides  1,3,4-oxadiazoles  hydrazonoyl chlorides
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