BASE CATALYZED INTRAMOLECULAR CYCLOADDITION OF DIALKYL(4-HYDROXYBUTYN2-YL)[3-(p-TOLYL)PROPYN- - 2-YL]AMMONIUM CHLORIDES AND INTRAMOLECULAR RECYCLIZATION OF THE PRODUCTS OBTAINED

摘要

Dialkyl(4-hydroxybutyn-2-yl)[3-(p-tolyl)propyn-2-yl]ammonium chlorides undergo a diene synthesis type intramolecular cyclization in aqueous base medium to give 2,2-dialkyl-4-hydroxymethyl-6-methyl-benzo[f]isoindolinium chlorides. Under conditions of aqueous base fission intramolecular cyclization of the latter gives 4-dialkylaminomethyl-8-methyl-1,3-dihydronaphtho[1,2-c]furans.