Substituent effect on oxidative cyclization of aldehyde thiosemicarbazones with ferric chloride | Zendy

Noto Renato | Zendy; Buccheri Francesco | Zendy; Cusmano Giuseppe | Zendy; Gruttadauria Michelangelo | Zendy; Werber Giuseppe | Zendy

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Substituent effect on oxidative cyclization of aldehyde thiosemicarbazones with ferric chloride

Author(s) -

Noto Renato,

Buccheri Francesco,

Cusmano Giuseppe,

Gruttadauria Michelangelo,

Werber Giuseppe

Publication year - 1991

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570280539

Subject(s) - chemistry , aldehyde , substituent , ferric , reactivity (psychology) , ring (chemistry) , nitrogen atom , chloride , medicinal chemistry , nitrogen , organic chemistry , catalysis , medicine , alternative medicine , pathology

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.

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