The preparation and properties of some derivatives of N -methylazepine

The action of potassium t-butoxide on dimethyl 4-chloromethyl-1,4-dihydro-1,2,6-trimethylpyridine-3,5-dicarboxylate (I; R = Me) causes ring expansion and yields the N-methylazepine, dimethyl 1,2,7-trimethyl-1H-azepine-3,6-dicarboxylate (XII) or its valence tautomer dimethyl 1,2,3-trimethyl-2-azabicyclo[3,2,0]hepta-3,6-diene-4,7-dicarboxylate (XIII). Some of the reactions of these products are described including the hydrogenolysis of compound …