Studies on the Synthesis of 4, 6-Diaminoquinoline Derivatives. IV

Synthesis of Pyrrolo[2, 3-g]quinoline Derivatives by the Fisher Reaction

Abstract

Following the formation of a linear cyclization product by the Skraup reaction of 5-methyl-6-aminocarbostyril in affording pyrido [2, 3-g] quinoline, indole cyclization by the Fischer process was carried out and it was found that a linear product is formed, as in the case of the Skraup reaction, affording pyrrolo [2, 3-g] quinoline derivative. These results revealed that the benzene portion of quinoline shows benzenoid activity when α-position of the pyridine portion is substituted with a group with a large +M effect.