Heterocumulenes reactions with organometallic reagents: XV. Quantum-chemical investigatiom of skeleton rearrangements of 2-methyl-6-methoxy-3H-azepine originating from valence tautomerism

In the framework of quantum-chemical simulation (DFT) the structure was explored of six potentially probable tautomeric forms of 2-methyl-6-methoxy-3H-azepine and their relative thermodynamic stability was evaluated. In the tautomers obtained the preferred gradient channels are localized of 1,n]-H shifts capable of initiating their tautomerism. The most probable typical concerted reactions were analyzed of the formation of valence isomers, fused three-/six- and four-/five-membered carbo- and heterocycles, azabicyclo4.1.0]hepta-2,4-dienes (azanorcaradienes) and azabicyclo3.2.0]hepta-3,6-dienes respectively.