Synthesis and spectral characteristics of acenaphthene derivatives of benzo[f]quinoline

Autor: Kozlov, N. S., Shmanai, G. S., Tai, Dang Ny
Zdroj: Chemistry of Heterocyclic Compounds; August 1986, Vol. 22 Issue: 8 p894-898, 5p
Abstrakt: The catalytic interaction of 5-acetylacenaphthene with arylidene-2-naphthylamines leads to the formation of adducts to the C=N bond (aminoketones) or 1-(5-acenaphthenyl)-3-aryl-(heteroaryl) benzo[f]quinolines. In several instances they are accompanied by 1-(5-acenaphthenyl)-3-R-2-propen-1-ones or N-substituted 2-naphthylamines. The ratio of the products depends on the condensation conditions and the structure of the starting azomethine. Using the 3-(p-fluorophenyl)-substituted derivative as an example, it has been shown that in the absence of dihydrogenating agents ?-aminoketones undergo dehydrocyclization with formation of benzoquinolines and 1,2,3,4-tetrahydroquinolines.
Databáze: Supplemental Index