Cyclodesulfurization of Substituted Thiosemicarbazides into 1,3,4-Oxadiazoles via Hydrazonoyl Chlorides |
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Authors: | Hatem A. Abdel-Aziz Mashooq A. Bhat Mohamed Ghazzali |
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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 |
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Abstract: | AbstractThe reaction of thiosemicarbazides 1a–h with hydrazonoyl chlorides 2a–g 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 14a–h and hydrazonothioates 15a–g. The structure of 15b was confirmed through single crystal X-ray diffraction. A mechanism was proposed for this cyclodesulfurization reaction. |
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Keywords: | Cyclodesulfurization thiosemicarbazides 1,3,4-oxadiazoles hydrazonoyl chlorides |
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