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Thermal and photochemical reaction of isoxazolone with indole-2,3-dione derivatives

✍ Scribed by R. T. Pardasani; P. Pardasani; S. Muktawat; R. Ghosh; T. Mukherjee

Publisher
Journal of Heterocyclic Chemistry
Year
1999
Tongue
English
Weight
269 KB
Volume
36
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The reaction of indole‐2,3‐dione derivatives with five membered heterocycle, viz isoxazolone under ther mal as well as photochemical conditions is described. While under refluxing ethanol these conditions afforded 2,3‐dihydro‐3‐(5′‐oxo‐3′‐phenylisoxazolidyl)indol‐2‐one 3 and a spiro product 2′,3′‐dihydro‐3,7‐diphenylspiro[diisoxazolo[4,5‐e:4,5‐b]pyran‐8,3′‐indol]‐2′‐one 4, the uv light induced irradiation mainly produced 4,5‐dioxo‐3‐phenylisoxazolo[5,4‐b][1]benzazepine 5 and 3‐phenylisoxazolo[5,4‐b]quinoline‐4‐carboxylic acid 6. The products have been characterised on the basis of spectral data and elemental analyses.

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ChemInform Abstract: Thermal and Photochemical Reaction of Isoxazolone with Indole-2,3-dione Derivatives.
✍ R. T. Pardasani; P. Pardasani; S. Muktawat; R. Ghosh; T. Mukherjee 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 2 views

Thermal and Photochemical Reaction of Isoxazolone with Indole-2,3dione Derivatives. -The thermal reaction of isatin derivatives (I) with isoxazolone (II) provides the adducts (III) and the spiro-products (IV), whilst photochemical reaction between (I) and (II) gives predominantly benzazepines (V) a