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Ring Closure of 4-Azido-3-formyl-(or Acetyl-)2-pyridones to Isoxazolo[4,3-c]pyridones

✍ Scribed by Khattab, Ahmed F.

Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
294 KB
Volume
1996
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

Azidation of the chlor aldehyde 2, which was obtained from the 4‐hydroxy‐2‐pyridone 1, afforded the ring‐closed isoxazolopyridone 3. Thermolysis of the 3‐acetyl‐4‐azido‐2‐pyridone 8, which was obtained from the corresponding 4‐tosyloxy derivative 7, afforded isoxazolopyridine 9. Amination of the chloro aldehyde 2 yielded the pyrido[4,3‐b]quinoline 11 instead of the 4‐chloroazomethine 10.

📜 SIMILAR VOLUMES

Organic azides in heterocyclic synthesis
Organic azides in heterocyclic synthesis, 12. Thermal cyclization of 4-azido-3-formyl-2-quinolones to isoxazolo[4,3-c]quinolones
✍ Roschger, Peter ;Stadlbauer, Wolfgang 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 350 KB

## Abstract Thermolysis of the 4‐azido‐3‐formyl‐2‐quinolone 6, which was prepared from the 4‐hydroxy‐2‐quinolone 1, afforded the ringclosed isoxazoloquinolone 7. 3‐(Arylaminomethylene)‐2,4‐quinolinediones 2 could not be transformed into an azide precursor in order to obtain the corresponding pyrazo

Thermolytic ring closure reactions of 4-
Thermolytic ring closure reactions of 4-azido-3-phenylsulfanyl-and 4-azido-3-phenylsulfonyl-2-quinolones to 12H-quinolino-[3,4-b][1,4]benzothiazin-6(5H)-ones
✍ Anna E. Täubl; Klaus Langhans; Thomas Kappe; Wolfgang Stadlbauer 📂 Article 📅 2002 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 61 KB

## Abstract 4‐Hydroxy‐3‐phenylsulfanyl‐2‐quinolones 2 and 4‐hydroxy‐3‐sulfonyl‐2‐quinolones **7**, which are readily accessible from 4‐hydroxy‐2‐quinolones 1 and diphenyldisulfide or thiophenol, can be converted to 4‐azido‐3‐phenylsulfanyl‐2‐quinolones 10 or 4‐azido‐3‐phenylsulfonyl‐2‐quinolones **