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Synthesis of Dihydro-1-benzazepines

HETEROCYCLES, 2013
A variety of dihydro-1-benzazepines (X) is prepared via a Claisen rearrangement of allyl phenyl ether (III) and a ring-closing metathesis of dienes (IX) as key steps.
Meng-Yang Chang   +2 more
openaire   +1 more source

1-Benzazepines. The Synthesis and Reactivity of 2-Chloro-1,5-Dimethyl-1h-1-Benzazepines

Australian Journal of Chemistry, 1986
Treatment of laevulinic acid with N- methylaniline yields 1,5-dimethyl- 1H-1-benzazepin-2(3H)-one and 5-methyl-5-[4-( methylamino )phenyl]-1- phenylpyrrolidin-2-one. The structure of the latter is confirmed by a single-crystal X-ray study. The yield of benzazepinone is increased if either m- methoxy-N-methylaniline or m-methyl-N- methylaniline is ...
JH Bowie   +7 more
openaire   +1 more source

Synthesis of tetrahydro-3-benzazepines

Tetrahedron, 2012
Abstract A synthetic route toward tetrahdro-3-benzazepines 1a – f starting with 2a and 2b in modest total yield is described. The facile route was carried by Henry reaction of aldehydes 3a – e with nitroalkanes and NH 4 OAc at reflux, reduction of the resulting nitroalkenes 4a – h with LAH at rt followed by protection with K 2 CO 3 and ...
Meng-Yang Chang   +3 more
openaire   +1 more source

1,5-Ethano-2,3,4,5-tetrahydro-1H-3-benzazepines

Journal of Medicinal Chemistry, 1975
1,5-Ethano-2,3,4,5-tetrahydro-1H-3-benzazepine, from the LiA1H4 reduction of 2-benzyloxy-1,5-ethano-4-oxo-2,3,4,5-tetrahydro-1H-3-benzazepine, was converted to N-alkyl, aralkyl, cycloalkyl, and alkenyl derivatives which were inactive as morphine type analgetics in mice.
L A, Walter, W K, Chang
openaire   +2 more sources

2-Benzazepines. 5. Synthesis of pyrimido[5,4-d][2]benzazepines and their evaluation as anxiolytic agents

Journal of Medicinal Chemistry, 1983
A series of 5H-pyrimido[5,4-d][2]benzazepines has been synthesized, starting from the corresponding 2-benzazepin-5-ones, and evaluated as potential anxiolytic agents. Selected compounds from this series show a pharmacological profile of action different than that of diazepam. They are more potent than diazepam in the anti-pentylenetetrazole test and in
E J, Trybulski   +9 more
openaire   +2 more sources

Synthesis and Biological Evaluation of Benzazepine Oxazolidinone Antibacterials.

ChemInform, 2003
AbstractFor Abstract see ChemInform Abstract in Full Text.
Paul D, Johnson   +8 more
openaire   +2 more sources

ChemInform Abstract: Regioselective Alkylation Reactions of 2,4‐Diphenyl‐3H‐1‐benzazepine Give Either 3‐Alkyl‐3H‐1‐benzazepines or 1‐Alkyl‐1H‐1‐benzazepines.

ChemInform, 2014
AbstractDeprotonation of benzazepine (I) followed by reaction with alkyl halides or tosylates give either products of alkylation at C3 or at the nitrogen as well as mixtures of both types of products.
Allen Ko   +7 more
openaire   +1 more source

ChemInform Abstract: Electrochemical Oxidation of 2,5‐Dihydro‐1H‐1‐benzazepines: Synthesis of 5H‐1‐Benzazepines.

ChemInform, 1995
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
B. KHARRAZ   +5 more
openaire   +1 more source

Synthesis of Benzazepine Analogues of Noscapine

Helvetica Chimica Acta, 1994
AbstractThe synthesis of benzazepine analogues of the opium alkaloid noscapine (1) is described. The benzazepines 2 and 3 were prepared starting from nornarceine ethyl ester (4; readily available from 1) in several steps. X‐Ray analysis of compound 2 revealed that it is not a diastereosisomer mixture but a racemate of the threo‐form and thus has the ...
Helmut Schmidhammer   +3 more
openaire   +1 more source

The Synthesis of Hydroxytrifluoromethyl 3H-Benzazepines

Synthetic Communications, 1980
Abstract Recent reports have described the dopamine agonist properties of several 7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydrolH-3-benzazepines1. In an attempt to further explore the substitution pattern needed for activity, we required a method for introducing a trifluoromethyl group into the fused aromatic ring and a method for O-demethylation without ...
Dimitri Gaitanopoulos, Martin Brenner
openaire   +1 more source

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