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Chemistry of functionalized benzazepines. 5. Synthesis and chemical transformation of the 1,2,4,5-tetrahydrospiro-[3H-2-benzazepine-3,1′-cycloalkanes]

✍ Scribed by Vladimir Kouznetsov; Palma R. Alirio; Sandra Salas; Leonor Y. Vargas; Jairo René Martinez; Fedor Zubkov; Alexei Varlamov

Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
455 KB
Volume
34
Category
Article
ISSN
0022-152X

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✦ Synopsis

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.

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