Journal of Heterocyclic Chemistry p. 863 - 872 (1996)
Update date:2022-07-30
Topics:
Noto, Renato
Lo Meo, Paolo
Gruttadauria, Michelangelo
Werber, Giuseppe
In order to gain further mechanistical information about the cyclization of thiosemicarbazones and thiosemicarbazone-type substrates induced by metallic salts as oxidizing agents, we performed the synthesis of substrates 1a-s and a kinetic study of the oxidative cyclization of 1 to 5-imino-Δ2-1,3,4-thiadiazole 2 and 1,2,4-triazoline-5-thione 3 derivatives induced by methanolic ferric chloride solutions. The results of cyclization were compared to those of corresponding semicarbazones. The kinetic data were analyzed by means of the Hammett's equation and p values discussed.
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