Oxidative cyclisation of ketone thiosemicarbazones. Part I. 4-Methyl- and 4-aryl-thiosemicarbazones
Abstract
4-Substituted thiosemicarbazones of ketones undergo oxidative cyclisation, catalysed by chromatographic adsorbents, giving Δ1-[1,2,4] triazoline-5-thiones, and oxidation on manganese dioxide to 5-imino-Δ3-[1,3,4]- thiadiazolines. The triazolinethiones may be converted into triazolinones. The reactions are strongly influenced by steric factors.