- Ph D, Professoredit
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ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full... more
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
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Piperidin aktuell: „Piperidine. Structure, Preparation, Reactivity, and Synthetic Applications of Piperidine and its Derivatives”︁. Von M. Rubiralta, E. Giralt und A. Diez. Studies in Organic Chemistry, Band 43. Elsevier Science Publishers, Amsterdam – Oxford – New York ‐Tokyo, 1991. 443 S., Abb....more
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Base induced 1.4-elimination of pyridine·HI from 1-(2-phenyl-2-phenylhydrazono-ethyl)-pyridinium iodide (6) yields 1.3.6-triphenyl-6-phenylazo-1.4.5.6-tetrahydropyridazine (8) the (4+2)-cyclodimer of the intermediate... more
Base induced 1.4-elimination of pyridine·HI from 1-(2-phenyl-2-phenylhydrazono-ethyl)-pyridinium iodide (6) yields 1.3.6-triphenyl-6-phenylazo-1.4.5.6-tetrahydropyridazine (8) the (4+2)-cyclodimer of the intermediate 1-phenyl-1-phenylazoethylene (7).8 can also be obtained by intramolecular oxidative cyclisation (with KMnO4) of 1.4-diphenylbutane-1.4-dione bisphenylhydrazone (12). Spectroscopic data (ms,1H-nmr, uv and ir/Raman) confirm the structure of8.
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... birthday. László Filák a , Zsuzsanna Riedl a , Orsolya Egyed a , Mátyás Czugler a , Cuong N. Hoang c , Joachim G. Schantl b and György Hajós a , Corresponding Author Contact Information , E-mail The Corresponding Author. ...
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L'oxydation par le permanganate de K de semicarbazides et thiosemicarbazides cycliques du titre conduit aux arylazo-1 alkyl-isocyanates et -isothiocyanates correspondants
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The reaction of acetone-4-chlorophenylhydrazone (6) with bromine in the presence of acetamide yields 2-bromo-2-(4-chlorophenylazo)-propane (7) and 2,2-bis(4-chlorophenylazo)propane (8). The unstable heteroallylic bromide7 was subjected... more
The reaction of acetone-4-chlorophenylhydrazone (6) with bromine in the presence of acetamide yields 2-bromo-2-(4-chlorophenylazo)-propane (7) and 2,2-bis(4-chlorophenylazo)propane (8). The unstable heteroallylic bromide7 was subjected without isolation to nucleophilic displacements with a series of heteronucleophiles thereby affording the corresponding 2-(4-chlorophenylazo)-2-propane derivatives9 with the azo- and heteroelement-functions in a geminal position to each other.
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Page 1. Chemistry of Heterocyclic Compounds, Vol. 31, No. I0, 1995 FUSED TRIAZOLES AND TRIAZOLIUM S~TS WITH BRIDGEHEAD NITROGEN ATOM. NOVEL SYNTHESES AND SELECTIVE TRANSFORMATIONS Gy6rgy ...
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The exploratory and preliminary work on the reaction of 1-(methoxydiphenylmethyl)-2-methyldiazene with 1,3-dienes reveals a remarkable dichotomy furnishing different heterocyclic Diels–Alder products depending on the presence or absence... more
The exploratory and preliminary work on the reaction of 1-(methoxydiphenylmethyl)-2-methyldiazene with 1,3-dienes reveals a remarkable dichotomy furnishing different heterocyclic Diels–Alder products depending on the presence or absence of water. In contrast to the acid-induced hydrolysis of the N,O-ketal starting material with 1,3-dienes furnishing 1-methyl-1,2,3,6-tetrahydropyridazines (preceding communication), the same acid-promoted reaction albeit under exclusion of water affords N-(methyleneamino)-1,2,5,6-tetrahydropyridines. The serendipitous discovery of the novel 1,2,5,6-tetrahydropyridines was corroborated by an alternative and independent synthesis providing the in situ generated formaldehyde benzophenone azine and its conjugate acid, 2-(diphenylmethylene)-1-methylenehydrazin-1-ium ion. The protonated azine serving as the putative dienophile resembles the first example of an N-nitrogen-substituted iminium ion employed as a dienophile in a bona fide normal electron-demand ...
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The title compound, C 4 H 7 N 3 O 2 , formed by oxidation of the parent 4,5-dihydro-5,5-dimethyl-1,2,4-triazol-3-one, consists of a planar five-membered ring with the two O atoms displaced slightly on the same side of the ring. Both the... more
The title compound, C 4 H 7 N 3 O 2 , formed by oxidation of the parent 4,5-dihydro-5,5-dimethyl-1,2,4-triazol-3-one, consists of a planar five-membered ring with the two O atoms displaced slightly on the same side of the ring. Both the azoxy moiety and the amide N atom are involved in conjugation with the carbonyl group. The molecules in the crystal associate into centrosymmetric double-hydrogen-bonded dimers
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Aliphatic aldehyde phenylhydrazones 1 were converted into 1-phenylazo-1-alkenes 3bd either by the reaction with I2 and pyridine followed by base induced 1,4-elimination of pyridine. HI (Method A), or via... more
Aliphatic aldehyde phenylhydrazones 1 were converted into 1-phenylazo-1-alkenes 3bd either by the reaction with I2 and pyridine followed by base induced 1,4-elimination of pyridine. HI (Method A), or via N-(4-methylbenzenesulfonyl)-N-phenylhydrazones 7 which undergo 1,4-elimination of p-toluenesulfinic acid upon treatment with KOt-Bu (Method B). Both procedures yield mixtures of configurational isomers of the phenylazo-alkenes EE- and EZ- 3b-3e; Method B is giving rise to a kinetically controlled isomer mixture (EZ-3 predominant), which equilibrates to the thermodynamic ratio (EE-3 predominant) as afforded by Method A.
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Abstract The unsymmetrically disubstituted hydrazines 1 were condensed with carbonyl compounds. Some of the expected condensation products were isolated, but some were formed as unstable intermediates which underwent 1,4-elimination: The... more
Abstract The unsymmetrically disubstituted hydrazines 1 were condensed with carbonyl compounds. Some of the expected condensation products were isolated, but some were formed as unstable intermediates which underwent 1,4-elimination: The phenylhydrazone of the carbonyl compound used was obtained, together with the corresponding phenylazo-alkene 11 or alternatively, the 1,4-addition product of a different protic nucleophile to 11.
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ABSTRACT
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Summary4,5-Dihydro-5,5-dimethyl-3-oxo-3H-1,2,4-triazole (1) is converted to the title azoxy compound4 by peroxytrifluoroacetic acid. The structure assignment of4 is based on an X-ray analysis.Ab initio calculations were employed to... more
Summary4,5-Dihydro-5,5-dimethyl-3-oxo-3H-1,2,4-triazole (1) is converted to the title azoxy compound4 by peroxytrifluoroacetic acid. The structure assignment of4 is based on an X-ray analysis.Ab initio calculations were employed to rationalize the reaction path leading to the triazole-1-oxide4 and not to the expected regioisomer triazole-2-oxide3.Zusammenfassung4,5-Dihydro-5,5-dimethyl-3-oxo-3H-1,2,4-triazol (1) wird mit Trifluorperessigsäure in die Titel-Azoxy-Verbindung4 umgewandelt. Die Strukturzuordnung von4 basiert auf einer Röntgenstrukturanalyse. Mittelsab initio-Rechnungen wird versucht zu erklären, weshalb die Reaktion zum Triazol-1-oxid4 und nicht zum erwarteten regioisomeren Triazol-2-oxid3 führt.