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Chemistry of functionalized benzazepines. 5 . Synthesis and chemical transformation of the 1,2,4,5‐tetrahydrospiro‐[3 H ‐2‐benzazepine‐3,1′‐cycloalkanes]
Author(s) -
Kouznetsov Vladimir,
Alirio Palma R.,
Salas Sandra,
Vargas Leonor Y.,
Martinez Jairo René,
Zubkov Fedor,
Varlamov Alexei
Publication year - 1997
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570340534
Subject(s) - chemistry , benzazepine , benzazepines , nitration , formylation , halogenation , nitrone , ring (chemistry) , stereochemistry , chemical transformation , organic chemistry , medicinal chemistry , cycloaddition , catalysis
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.