Features of reactions of 10-methyl-9,10-dihydroacridine heteroanalogs with imines

Relying on the values of the energy of the highest occupied molecular orbitals calculated ab initio a series of reactivity was established for ylides isomeric to 10-methyl-9,10-dihydroacridine, dibenzopyran, dibenzothiopyran, 1,3-benzodithiol, and the tentative threshold value was determined for imines reaction with the mentioned heterocycles. One- or two-stage imines interaction with 10-methyl-9,10-dihydroacridine or dibenzopyran was confirmed by two reactions of ionic hydroheterylation of N-benzylideneaniline in the presence of sodium tetrahydroborate by the cation of 10-methyl-9,10-dihydroacridinium or the cation of dibenzopyrylium.