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Preparation of 1,2‐disubstituted‐3‐hydroxy‐4(1 H )‐quinolinones and the influence of substitution on the course of cyclization
Author(s) -
Hradil Pavel,
Hlaváč Jan,
Lemr Karel
Publication year - 1999
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.5570360121
Subject(s) - chemistry , steric effects , phenacyl , substitution (logic) , boiling , scope (computer science) , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , computer science , programming language
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.