6533b858fe1ef96bd12b6228

RESEARCH PRODUCT

ChemInform Abstract: A Quantitative Study of Substituent Effects on Oxidative Cyclization of Some 2-Methylsubstituted Aldehydes. Thiosemicarbazones Induced by Ferric Chloride

Renato NotoPaolo Lo MeoMichelangelo GruttadauriaGiuseppe Werber

subject

Oxidative cyclizationSubstituentGeneral MedicineMedicinal chemistryChlorideMetalchemistry.chemical_compoundchemistryvisual_artOxidizing agentmedicineTriazole derivativesvisual_art.visual_art_mediumFerricOrganic chemistrymedicine.drug

description

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 ρ values discussed.

https://doi.org/10.1002/chin.199649037