Synthesis of 3,4-Dihydrobenzo[h]isoquinoline Derivatives

Abstract

1-Substituted 3,3,4-trimethyl-3,4-dihydrobenzo[h]isoquinolines have been obtained by the reaction of 1,2-dimethyl-1-(2-naphthyl)-1-propanol with nitriles in conc. H₂SO₄. It was shown that the presence of a benzene ring annelated at positions 7 and 8 of the isoquinoline does not influence reaction of the 1-methyl derivative with isocyanate, however reactions of the 1-methylthio derivative with C and N nucleophiles are affected significantly.