Substituent effect on oxidative cyclization of aldehyde thiosemicarbazones with ferric chloride

6533b836fe1ef96bd12a0799

RESEARCH PRODUCT

Substituent effect on oxidative cyclization of aldehyde thiosemicarbazones with ferric chloride

Renato Noto Giuseppe Cusmano Michelangelo Gruttadauria Francesco Buccheri Giuseppe Werber

subject

chemistry.chemical_classification Reaction mechanism Chemistry Organic Chemistry Substituent Ring (chemistry)Chloride Medicinal chemistry Aldehyde chemistry.chemical_compound medicine Phenyl group Ferric Reactivity (chemistry)medicine.drug

description

The reactivity of aldehyde thiosemicarbazones 1 with ferric chloride solutions was examined. When compounds 1 are not substituted on the N-2 nitrogen atom formation of 1,3,4-thiadiazole 3 heterocyclic ring was observed. In contrast 1,2,4-triazoline 4 and/or 1,3,4-thiadiazoline 5 heterocyclic rings were afforded when N-2 nitrogen atom carried a methyl or a phenyl group. The reaction mechanism is also discussed.

year	journal	country	edition	language
1991-08-01	Journal of Heterocyclic Chemistry

https://doi.org/10.1002/jhet.5570280539

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