Synthesis of Quinoline-4-carboxamides and Quinoline-4-carboxylates via a Modified Pfitzinger Reaction of N-Vinylisatins

Article abstract of DOI:10.1002/ejoc.202001455

A synthetic approach for the accelerated assembly of quinoline-4-carboxamide and quinoline-4-carboxylate nuclei is presented. The methodology is based on the rearrangement of N-vinylisatins promoted by different types of amines (or ethanol) in a Pfitzinger-type mechanism that, in turn, builds the quinoline ring system. The reaction took place only by heating the starting materials in ethanol, without any additive.