New route to <i>N</i>‐aryl and <i>N</i>‐heteroaryl derivatives of 4‐hydroxy‐3‐quinolinecarboxamides

Abstract

Abstract 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.