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Communication | Regular issue | Vol 45, No. 11, 1997, pp.2089-2092
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7932
A Novel Synthesis of 4-Perfluoroalkylquinolines and Related Substituted Quinolines

Agnieszka Czarny, Hyeran Lee, Martial Say, and Lucjan Strekowski*

*Department of Chemistry, Georgia State University, Atlanta, GA 30303, U.S.A.

Abstract

In spite of inefficient hydrolysis of 1-(2-aminophenyl)-2,2,3,3,4,4,4-heptafluorobutan-1-one diethyl acetal (2), this compound undergoes readily the acid-catalyzed Friedländer reaction with enolizable ketones to give the corresponding quinolines (4-6). The reaction of 2 with pentanal yields quinoline (12) as the major product.