Chemistry of functionalized benzazepines. 5. Synthesis and chemical transformation of the 1,2,4,5‐tetrahydrospiro‐[3<i>H</i>‐2‐benzazepine‐3,1′‐cycloalkanes]

Abstract

Abstract The synthesis of new spiro derivatives of tetrahydro‐2‐benzazepine was accomplished and their nitration, bromination, allylation, acetylation, formylation and oxidation reactions were studied. Nitration and bromi‐nation of 5‐methyl(1,5‐dimethyl)‐1,2,4,5‐tetrahydrospiro[3 H ‐2‐benzazepine‐3,1‐cycloalkane] took place regioselectively on position C‐8 of the phenyl ring. A nitrone was obtained for the first time in the title series. The structures of the compounds were established by ir and nmr spcctroscopy.