Über die Cyanäthylierung N‐monosubstituierter Hydrazine

Dorn, Helmut; Zubek, Alfred; Hilgetag, Günter

doi:10.1002/cber.19650981039

Cited by 38 publications

(4 citation statements)

References 7 publications

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“…Triazolium salts may also be formed by formamide cyclization . Starting from O -benzyl-protected amino alcohols, the synthesis of triazolium salts 81a , b was achieved in a one-pot procedure using phosphoryl chloride to yield isolable imidoyl chlorides, which were subsequently reacted with N -formyl- N -alkylhydrazine (obtained from alkyl hydrazine and methyl formate) . Cyclization with acetic anhydride followed by anion exchange afforded the desired triazolium perchlorates (Scheme ).…”

Section: Cyclization By Introduction Of the Precarbenic Atom Moietymentioning

confidence: 99%

Synthetic Routes to N-Heterocyclic Carbene Precursors

et al. 2011

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Section: Cyclization By Introduction Of the Precarbenic Atom Moietymentioning

confidence: 99%

Synthetic Routes to N-Heterocyclic Carbene Precursors

et al. 2011

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“…As it is known, 16 regioselectivity of the reactions of electron deficient alkenes with N nucleophiles can either corre spond to the regioselectivity of the Michael reaction 17,18 , or differ from it depending on the structure of reacting compounds. The structures of diastereomers 10 and 10´ were established by 1 H, 13 Table 1.…”

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confidence: 99%

Diaziridine ring expansion in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes upon reactions with activated olefins in ionic liquids

et al. 2010

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Reactions of 1,3 diphenylpropen 2 one and β nitrostyrenes with azomethine imines, generated from 6 aryl 1,5 diazabicyclo[3.1.0]hexanes on catalysis with Et 2 O•BF 3 in ionic liquids, were found to proceed with high regio and stereoselectivity to afford the products of the diaziridine ring expansion, viz., [3 aryl 2 phenyltetrahydro 1H,5H pyrazolo[1,2 a]pyrazol 1 yl](phenyl)methanones, 1,3 diaryl 2 nitrotetrahydro 1H,5H pyrazolo[1,2 a]pyrazoles and 5 aryl 6 (3 nitrophenyl) 2,3 dihydro 1H pyrazolo[1,2 a]pyrazolium tetrafluoroborates (hexafluorophosphates). The reactions discovered are new, more simple methods for the syn thesis of bicyclic structures.

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“…The target compound 5 can also be produced directly from N-tosylindoline 3 in one step by heating with KOH in i-PrOH (p-toluenesulfinic acid is eliminated) 8,9 with subsequent acidification. The latter is readily (by atmospheric oxygen) oxidized into a corresponding indole derivative 4, and then the tosyl group can be removed by ethanolic KOH to yield 4,6-dinitroindole 5.…”

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confidence: 99%