An unusual 3,4-dihydroisoquinoline ring enlargement with the annulation of pyrazole

Shklyaev, Yurii V.; Глушков, В. А.; Davidov, Viktor V.; Сокол, В. И.; Сергиенко, В. С.

doi:10.1070/mc2000v010n01abeh001167

Cited by 5 publications

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References 10 publications

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“…The reaction of 1-(3,4-dihydro-3,3-dimethylisoquinolyl)-1-hydroxyiminoacetates 98 [106] with hydrazine hydrate leads to products from enlargement of the isoquinoline ring -5,5-dimethyl-2,3,5,6-tetrahydro-3-oxopyrazolo [3,4-b]benzo-3-azepines 99 with yields of 47-74% [107]. A series of papers have been devoted to the synthesis of imidazoles from quinoline oximes [108][109][110][111][112][113][114].…”

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Quinoline Oximes: Synthesis, Reactions, and Biological Activity. (Review)

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Lukevics

2005

Chem Heterocycl Compd

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Data on the production and the reactions of quinoline aldoximes and ketoximes and their derivatives are reviewed. The synthesis of new heterocycles based on quinoline oximes is examined separately. The main results from investigation of the biological activity of quinoline oximes are presented.Quinoline oximes are widely used as intermediates in organic synthesis. In the present paper the principal methods for the production of quinoline oximes and their reactions are reviewed. Methods for the synthesis of new heterocyclic systems from derivatives of these oximes are considered under a separated heading. The principal methods for investigation of the structure of quinoline oximes with regard to isomerism are also briefly discussed. In the last section the results from investigation of the biological activity of the derivatives of quinoline oximes are described.

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confidence: 99%

Quinoline Oximes: Synthesis, Reactions, and Biological Activity. (Review)

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Lukevics

2005

Chem Heterocycl Compd

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Synthesis of Heterocycles from Oximes

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Lukevics

2010

Patai's Chemistry of Functional Groups

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ChemInform Abstract: An Unusual 3,4‐Dihydroisoquinoline Ring Enlargement with the Annulation of Pyrazole.

et al. 2000

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An Unusual 3,4-Dihydroisoquinoline Ring Enlargement with the Annulation of Pyrazole.-Reaction of isoquinolyl-1-oximinoacetates (I) with hydrazine hydrate results in the unexpected formation of pyrazolobenzazepines (II). The mechanism of this unusual transformation is not clear but two possible paths are proposed.-(SHKLYAEV, YURII V.; GLUSHKOV, VLADIMIR A.; DAVIDOV, VIKTOR V.; SOKOL, VALENTINA I.; SERGIENKO, VLADIMIR S.; Mendeleev Commun

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An unusual 3,4-dihydroisoquinoline ring enlargement with the annulation of pyrazole

Cited by 5 publications

References 10 publications

Quinoline Oximes: Synthesis, Reactions, and Biological Activity. (Review)

Quinoline Oximes: Synthesis, Reactions, and Biological Activity. (Review)

Synthesis of Heterocycles from Oximes

ChemInform Abstract: An Unusual 3,4‐Dihydroisoquinoline Ring Enlargement with the Annulation of Pyrazole.

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