1,6- and 1,7-naphthyridines. I. Rearrangement of quinolinimidoacetic acid derivatives

Autor: Celia B. Schapira, M. Mercedes Blanco, Isabel A. Perillo, M. Gabriela Lorenzo
Rok vydání: 1996
Předmět:
Zdroj: Journal of Heterocyclic Chemistry. 33:361-366
ISSN: 1943-5193
0022-152X
DOI: 10.1002/jhet.5570330226
Popis: The reaction of N-substituted quinolinimides 1a-d with sodium alkoxides afforded a mixture of 1,6-naphthyridines 2 and 1,7-naphthyridines 3 which were isolated by chromatographic methods. Structure assignment for each pair of isomers was made by comparison of their 1H nmr spectra with those of picolinamide and nicotinamide. When esters 1a-c were treated with alkoxides from primary alcohols, other than that of the ester, total transesterification took place. Experimental results suggest that transesterification occurs in open intermediary species.
Databáze: OpenAIRE