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Oxidation of aldehyde semicarbazones with lead dioxide: Application to the syntheses of 2‐amino‐1,3,4‐oxadiazoles and 2,4‐dihydro‐1,2,4‐triazol‐3‐ones
Author(s) -
Nguyen ThuHuong,
Milcent René,
Barbier Geo
Publication year - 1985
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.5570220552
Subject(s) - chemistry , aldehyde , lead dioxide , amino acid , organic chemistry , medicinal chemistry , catalysis , biochemistry , electrochemistry , electrode
The oxidation of aldehyde semicarbazones with lead dioxide in acid media was effected. The 4,4‐disubstituted semicarbazones of aromatic aldehydes afford 2‐amino‐1,3,4‐oxadiazole derivatives. The 2,4‐disubstituted semicarbazones give 2,4‐dihydro‐1,2,4‐triazol‐3‐ones, often in higher yields than the known methods. The mechanisms for the formation of these compounds are proposed.