Zur synthese von 1.2.4-Triazinen VI die synthese 6-substituierter 1.2.4-Triazine

Neunhoeffer, Hans; Böhnisch, Volker

doi:10.1016/s0040-4039(01)95961-1

Cited by 14 publications

(3 citation statements)

References 7 publications

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“…The reaction of 1,2,4-triazine N-oxides with triethylphosphine or PCl 3 resulted in the corresponding 1,2,4-triazines 1 (in 65% ± 95% yield), which were impossible to synthesise by other methods. 31,35 If POCl 3 is used in this reaction, deoxygenation is accompanied by chlorination of 1,2,4-triazine. For example, 5-chloro-6-phenyl-1,2,4-triazine 73 was obtained in 37% yield from 6-phenyl-1,2,4-triazine 4-oxide.…”

Section: Deoxygenationmentioning

confidence: 99%

1,2,4-TriazineN-oxides and their annelated derivatives

Kozhevnikov¹,

Русинов²,

Чупахин³

1998

Russ. Chem. Rev.

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This review deals with the synthesis and properties of 1,2,4-triazine N-oxides and their annelated derivatives. Methods for the incorporation of the N-oxide group in the 1,2,4-triazine ring by direct oxidation and cyclisation involving nitro, nitroso, and isonitroso groups are discussed. Reactions of 1,2,4-triazine N-oxides with electrophiles, nucleophiles, and dienophiles are considered. The effect of the N-oxide group on the chemical shifts in the 1 H, 13 C, and 14 N NMR spectra and the specific features of decomposition of 1,2,4-triazine N-oxides under electron impact are analysed. The bibliography includes 107 references.

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Section: Deoxygenationmentioning

confidence: 99%

1,2,4-TriazineN-oxides and their annelated derivatives

Kozhevnikov¹,

Русинов²,

Чупахин³

1998

Russ. Chem. Rev.

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“…Compounds that provide the C(3) include aldehydes [271][272][273][274], isothiocyanates [275], nitriles [276], imidates [276,277], thioimidates [276], ketones, orthoesters [278][279][280][281], carbon disulfide, phosgene, and thiophosgene [282]. Some examples are shown in Scheme 20.51.…”

Section: Cycloaddition Of [5 þ 1] Fragmentsmentioning

confidence: 99%

Six‐Membered Heterocycles: Triazines, Tetrazines and Other Polyaza Systems

Oliva¹,

Laza²,

Ocáriz³

2011

Modern Heterocyclic Chemistry

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“…4.53 (d, J : 6 1 1~. 2H, CII:),6.42 (tl .I = 6 Hz; 1 El, NH), 7.2-7.6 (m; 5 Aromaten-11); 6c: 6 = 1.80 (s; 3H, CH3). 4.66 (s; 21-1, CH?…”

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confidence: 99%

Die Konfiguration der 1,2‐Diketon‐hydrazon‐oxime

Gnichtel

Töpper

1989

Liebigs Ann. Chem.

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Die 1,2-Diketon-monoxime l a -c wurden aus den entsprechenden Monoketonen durch Einwirkung von Isopentylnitrit und Natriumethylat gewonnen2). Das hat gegenuber der Umsetzung der I ,2-Diketone rnit Hydroxylamin3) den Vorteil, da13 nur das (E)-Isomer entsteht. Die (Z)-Diketonmonoxime 2a und b wurden aus den (E)-Isomeren l a und b mittels Protonenkatalyse in Benzol erhalten Ii. Die Umsetzung der isomeren Diketonmonoxime 1 a -c und 2a, b rnit Hydrazinhydrat fiihrt zu jeweils einem isomerenfreien Hydrazon-oxim 3a -c und 4a, b. Mit Diketonmonohydrazon und Hydroxylamin gelang jedoch keine Umsetzung.Die Reaktion der Verbindungen 3a-c, bei denen die Oximgruppe (E)-konfiguriert ist, rnit Formaldehyd fuhrt zu den Heterocyclen 516 a -c. Die Danach liegen die Triazin-N-oxide 5a -c und die tautomeren N-Hydroxy-Verbindungen 6 a -c im Gleichgewicht vor, und zwarim Verhlltnis 5a:6a = 11:4,5b:6b = 10:4, 5c:6c = 1: 1. Durch Umsetzung von 5a/6a mit Acetanhydrid wird das bekannte6) 5,6-Diphenyl-1,2,4-triazin (7a) erhalten.

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Zur synthese von 1.2.4-Triazinen VI die synthese 6-substituierter 1.2.4-Triazine

Cited by 14 publications

References 7 publications

1,2,4-TriazineN-oxides and their annelated derivatives

1,2,4-TriazineN-oxides and their annelated derivatives

Six‐Membered Heterocycles: Triazines, Tetrazines and Other Polyaza Systems

Die Konfiguration der 1,2‐Diketon‐hydrazon‐oxime

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