2,3,7-Trimethyl-5- and 2,3,7-trimethyl-6-aminoindoles in the synthesis of pyrroloquinolines

Abstract

The possible utilization of 2,3,7-trimethyl-5- and 2,3,7-trimethyl-6-aminoindoles for different approaches to the synthesis of pyrroloquinolines was investigated. It was established that enamines, obtained from 2,3,7-trimethyl-6-aminoindole, undergo ready cyclization to substituted pyrrolo[3,2-g]quinolines, which is a convenient preparative method for their synthesis. It was shown that the peri-effect of the methyl group prevails over the ortho-effect of the methyl substituent at the position 7 with the ring binding of the pyridine nucleus to the benzene ring in the process of the cyclization of the corresponding 5-enaminoindoles.

How to Cite
Yamashkin, S. A.; Kucherenko, N. Y.; Yurovskaya, M. A. Chem. Heterocycl. Compd. 1998, 34, 594. [Khim. Geterotsikl. Soedin. 1998, 34, 673.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02290945