Preparation of 1,2-Disubstituted-3-hydroxy-4(1H)-quinolinones and the Influence of Substitution on the Course of Cyclization. -The synthesis of the title quinolinones (IV) by cyclization of N-substituted anthranilates (III) in moderate to good yields is described. The PPA-induced cyclization has a
Preparation of 1,2-disubstituted-3-hydroxy-4(1H)-quinolinones and the influence of substitution on the course of cyclization
✍ Scribed by Pavel Hradil; Jan Hlaváč; Karel Lemr
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1999
- Tongue
- English
- Weight
- 216 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
Synthesis of 1,2‐disubstituted‐3‐hydroxy‐4(1__H__)‐quinolinones by the cyclization of N‐substituted phenacyl or acetonyl anthranilates is described. Two methods were employed for cyclization of anthranilates. Heating in polyphosphoric acid has a wide scope of applicability. The thermal cyclization in boiling N‐methylpyrrolidone is limited by steric effect.
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