Premium
New route to N ‐aryl and N ‐heteroaryl derivatives of 4‐hydroxy‐3‐quinolinecarboxamides
Author(s) -
Clémence François,
Le Martret Odile,
Collard Jeannine
Publication year - 1984
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.5570210520
Subject(s) - chemistry , aryl , medicinal chemistry , combinatorial chemistry , organic chemistry , alkyl
The synthesis of N ‐aryl and N ‐heteroaryl substituted 4‐hydroxy‐3‐quinolinecarboxamides 1 is described. The attack of dianions 12 of N ‐aryl substituted acetamides on the C‐4 carbonyl of 4 H ‐3,1‐benzoxazin‐4‐ones 11 gave rise to ketoamides 13 , which smoothly cyclised in the presence of bases to afford quinolinecarboxamides 1 . By this method, a large number of 2‐substituted 4‐hydroxyquinolinecarboxamides can be prepared.