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Electrochemical oxidation of 2,5-dihydro-1h-1-benzazepines : Synthesis of 5H-1-benzazepines

Tetrahedron, 1995
Abstract Formation of 5H-1-benzazepines was observed after electrochemical oxidation of the title compounds in a flow cell at a graphite felt anode and in acetic buffer. In basic medium, coupling reaction also occurs leading to [2,5-dihydro-1H-1-benzazepin-1-yl]-5H-1-benzazepines. Oxidation mechanisms are discussed.
B. Kharraz   +5 more
openaire   +1 more source

Preparation d'hexahydroisoquinoleino [3,2-b] benzazepines-3; transposition en hexahydroisoquinoleino [2,1-b] benzazepines-2

Tetrahedron, 1983
Abstract Pictet-Spengler cyclisation of threo 1-hydroxy-2-(3',4'-methylenedioxybenzyl)-7, 8-dimethoxy-2,3,4,5-tetrahydro-1H 3-benzazepine 2b gives a mixture of diastereoisomers of 14-hydroxy-2,3-dimethoxy-10,11-methylenedioxy-5,6,8,13,13a,14-hexahydroisoquino [3,2-b] 3-benzazepine 3a and 3b .
A. Graftieaux, J. Likforman, J. Gardent
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ChemInform Abstract: 2‐BENZAZEPINES. 7. SYNTHESIS OF PYRIMIDO(5,4‐D)(2)BENZAZEPINES

Chemischer Informationsdienst, 1984
AbstractDas 3‐Phenyl‐phthalid (I) wird mit dem Anion des Acetonitrils zu Hydroxyisobenzofuran (II) umgesetzt.
J. V. EARLEY, R. I. FRYER, N. W. GILMAN
openaire   +1 more source

Regioselective alkylation reactions of 2,4-diphenyl-3H-1-benzazepine give either 3-alkyl-3H-1-benzazepines or 1-alkyl-1H-1-benzazepines

Tetrahedron Letters, 2014
2,4-Diphenyl-3H-1-benzazepine is deprotonated with either LDA or KHMDS. The resulting anion is alkylated with alkyl halides or MeOTs, giving either products of alkylation at C3, or at N, or a mixture of both. The regioselectivity depends on the base, presence of the complexing agent HMPA, and the leaving group of the alkylating agent.
Allen Ko   +7 more
openaire   +1 more source

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

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
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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

Some derivatives of 1-benzazepine

Canadian Journal of Chemistry, 1969
A new rearrangement of a substituted 5H-1-benzazepine-5-one is described. A new route to certain dimethyl-1-benzazepines has been developed and linked up with a known synthesis. Several new derivatives of 1-benzazepine are reported.
A. H. Rees, K. Simon
openaire   +1 more source

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

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