Pyrazolino-diazepines and homodiazepines

Kiehl, G.; Streith, Jacques; Taurand, G.

doi:10.1016/s0040-4020(01)97455-1

Cited by 22 publications

(1 citation statement)

References 18 publications

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“…Based on our previous experience, we selected a modification of pyrazolo [3,4-d] [1,2]diazepin-8-one. Of all the known publications [6][7][8][9][10][11][12][13] , the simplest and most convenient way to obtain it is the hydrazinolysis of 3,5-diphenylpyrano [3,4-c]pyrazole-8(1H)-one [11] . This approach is characterized by the simplicity of the reaction scheme, the use of inexpensive reagents, and allows a broad modification of the initial molecule.…”

Section: Resultsmentioning

confidence: 99%

A little about Pyrazolo[3,4-d][1,2]diazepine: simple sustainable synthesis, NMR identification and prototropic equilibrium

Bohza

Bohdan

Stepanova

et al. 2022

Preprint

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A simple and sustainable method for the synthesis of pyrazolo [3,4-d] [1,2] diazepin-8-one, the heterocyclic isoster of 2,3-benzodiazepine, has been developed. It was found that the use of acids to cyclization of the pyrazolopyrone hydrazinolysis product leads to the formation of a condensed pyridine ring instead of 1,2-diazepine. Pyrazolodiazepinone in acidic medium also dramatically contracts the seven-membered cycle. The structure of this compound is proved by the hmbc and hsqc 2D NMR heteronuclear correlation in deuterated dimethyl sulfoxide solution in dynamic. Was studied the transformation of its tautomers. It was found that the problem for the pyrazolo [3,4-d] [1,2] diazepin-8-one molecule identification is caused by prototropic isomerization of the pyrazole ring.

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Section: Resultsmentioning

confidence: 99%

A little about Pyrazolo[3,4-d][1,2]diazepine: simple sustainable synthesis, NMR identification and prototropic equilibrium

Bohza

Bohdan

Stepanova

et al. 2022

Preprint

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Bicyclic 1,2‐Diazepines

Fryer

Walser

1991

Chemistry of Heterocyclic Compounds: A Series of Monographs

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Die Synthese ungewöhnlicher organischer Verbindungen aus Azoalkanen

Adam

Lucchi

1980

Angew. Chem.

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Die thermische oder photochemische Stickstoffabspaltung aus Azoalkanen ist eine effektive und bequeme Methode zur Synthese ungewohnlicher organischer Verbindungen, z. B. gespannter, sterisch gehinderter, fluktuierender, antiaromatischer oder anderer interessanter Molekiile. Der Wert dieser Synthesemethode besteht darin, daB die Azogruppe als Mittel zur Kniipfung der kritischen (normalerweise der letzten) Bindung in einem komplizierten Molekiil dient. Der vorliegende Beitrag gibt einen Uberblick iiber Synthesen anellierter, iiberbriickter und spiroverkniipfter Verbindungen aus Azoalkanen. Unsere Auswahl aus der Vielzahl der publizierten Synthesen hat sich an der Kompliziertheit und Neuartigkeit der Produkte orientiert. -Die Azoalkane werden normalerweise durch Cycloaddition von Azodienophilen an geeignete Substrate hergestellt.

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Pyrazolino-diazepines and homodiazepines

Cited by 22 publications

References 18 publications

A little about Pyrazolo[3,4-d][1,2]diazepine: simple sustainable synthesis, NMR identification and prototropic equilibrium

A little about Pyrazolo[3,4-d][1,2]diazepine: simple sustainable synthesis, NMR identification and prototropic equilibrium

Bicyclic 1,2‐Diazepines

Die Synthese ungewöhnlicher organischer Verbindungen aus Azoalkanen

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