Details

Autor(en) / Beteiligte

• Invidiata, Francesco Paolo
• Aiello, Stefania
• Furno', Giancarlo
• Aiello, Enrico
• Simoni, Daniele
• Rondanin, Riccardo

Titel

Synthesis of new 2,2′-disubstituted 5,5′-dimethyl-4,4′-bitriazoles and 2-(4-Triazolyl)quinoxalines

Ist Teil von

• Journal of heterocyclic chemistry, 2000-03, Vol.37 (2), p.355-361

Ort / Verlag

Hoboken: Wiley-Blackwell

Erscheinungsjahr

2000

Quelle

Wiley Online Library - AutoHoldings Journals

Beschreibungen/Notizen

• Thermal rearrangement of 3‐acylisoxazole arylhydrazones allowed facile preparation of 2H‐1,2,3‐triazoles which were firstly reacted with isoamyl nitrite and then with an opportune arylhydrazine to produce the corresponding α‐hydroxyiminohydrazones 8a‐h. The reaction of compounds 8a‐h with phosphorus pentachloride afforded the desired 4,4′‐bitriazoles 1a‐h. The α‐hydroxyiminoketone derivative 7 or the α‐diketone 14 reacted easily with 1,2‐phenylenediamine to afford 1,2,3‐triazoles 2a‐c bearing the quinoxaline moiety at position 4. Improved yields of the quinoxalines 2a‐c were obtained when 1,2‐phenylenediamine was reacted with the dioxime 15.