Intramolekulare Aromatenalkylierungen, 16. Mitt. Synthese von 4-Methyl- und 2,4-Dimethyl-5-benzyl-5,6,7,8-tetrahydrochinolinen

Intramolecular Alkylations of Aromatic Compounds, XVI¹⁾: Syntheses of 4-Methyl- and 2,4-Dimethyl-5-benzyl-5,6,7,8-tetrahydroquinolines The carbinols 9, 10 are prepared conveniently from the methylquinolinones 6, 7 and the Grignard reagents 8 . Position 2 of the quinolinone 6 is substituted only in the reaction with 8c which yields small amounts of 13 as a by-product. The title compounds 11, 12 are obtained easily from 9, 10 by dehydration and hydrogenation in a one-pot reaction. They are not available from 6, 7 by Wittig or Wadsworth-Emmons-Horner carbonyl olefination.