Synthesis and Nucleophilic Properties of 1-(2-Methoxyethyl)- and 1-(2-Phenoxyethyl)-3,3-dialkyl-3,4-dihydroisoquinolines
摘要
Abstract
The Ritter reaction of dialkyl benzyl carbinols with 3-methoxy- and 3-phenoxypropanenitriles afforded the corresponding 1-(2-methoxyethyl)- and 1-(2-phenoxyethyl)-3,3-dialkyl-3,4-dihydroisoquinolines. Likewise, benzo[f]isoquinoline derivatives were synthesized from 2-methyl-3-(naphthalen-1-yl)propan-2-ol. The obtained compounds were shown to have the imine structure, but they exhibited enamine properties. In particular, their reactions with oxalyl chloride resulted in pyrrole annulation.