TRANSFORMATION OF 2-BENZOYLAMINO-1-(?-NAPHTHYL)PROPAN-1-OL INTO 4-METHYL-1-PHENYL BENZO[f] ISOQUINOLINE RATHER THAN ITS 3-SUBSTITUTED ISOMER

Abstract

The necessary conditions to transform hydroxyamide (1) and 2-oxazolines (2, 3) into 3- or 4-methyl benzo[f] isoquinolines (4, 5) has been established. The mechanism of these reactions has been proposed claiming the existence of the protonated 2-oxazoline (6) and the styrylamides (7) as intermediates.