Journal ArticleDOI
Darstellung C-4-substituierter Pyridazine durch homolytische Alkylierung bzw. Acylierung
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TLDR
In this article, the structures of 4,5-dibenzoyl-pyridazine were proved by 1H-NMR, IR, and mass spectra.Abstract:
4-Benzyl-pyridazine (2) is prepared by homolytic benzylation of pyridazine (1). Oxidation of2 with KMnO4 or SeO2 yields 4-benzoyl-pyridazine (3). On treatment with NaBH4,3 is reduced quantitatively to the corresponding carbinol4. Reaction of protonated1 with benzoyl radicals affords mainly 4,5-dibenzoyl-pyridazine (5). The structures are proved by1H-NMR-, IR- and mass spectra.read more
Citations
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Journal ArticleDOI
Inverse-electron-demand diels-alder reactions of condensed pyridazines, part 1. Synthesis of phthalazine derivatives from pyridazino[4,5-d]pyridazines.
TL;DR: The 1,4-diarylpyridazino[4,5-d]pyridazine derivatives 1a,b were found to undergo cycloaddition reactions with a variety of electron-rich dienophiles like enamines and ketene acetals to afford phthalazine derivatives in good to high yields.
Journal ArticleDOI
Synthesen und Reaktionen von Pyridazinderivaten, 11. Mitt.: 5-Acyl-4-pyridazincarbonsäurrester als „key intermediates” für 4-Acylpyridazine und 4-Alkyl-bzw. 4-Arylpyridazino[4,5-d]pyridazin-1 (2H) one
TL;DR: In this paper, a general method of preparing 4-acylpyridazines (4) is reported, which involves homolytic acylation of ethyl-4-pyridazinecarboxylate yielding ethyl 5-acyl-4pyridinecarboxyates (2) which easily can be converted to 4 by alkaline hydrolysis followed by decarboxylation.
Book ChapterDOI
Recent Advances in Pyridazine Chemistry
Miha Tišler,Branko Stanovnik +1 more
TL;DR: In this article, the synthesis, reactivity, uses, physical and spectral properties, biological properties, and crystal structures and molecular complexes of pyridazine are discussed, and the experimental dipole moment, Kerr constant, and molar Cotton-Mouton constant are obtained at 298°K and 633 nm, respectively.
Journal ArticleDOI
Pyridazines. L: Syntheses and reactions of phenyl(3-pyridazinyl)methane derivatives
Gottfried Heinisch,Thierry Huber +1 more
TL;DR: In this paper, a convenient approach to phenyl ketone and phenyl(3-pyridazinyl)methanol was proposed, where reactions of the related diarylmethyl chloride with various N- and S-nucleophiles were found to afford the expected amines 9a-c, 10a -c and thioethers 11a,b in satisfactory yields.
Journal ArticleDOI
Pyridazines. XXIII. A novel pyridazine into pyrazole ring transformation
TL;DR: In this paper, a novel rearrangement reaction for 4-pyridazinylmethanols was described, and the precursors of the C-4 substituted pyrazole derivatives 8a and 8b were described.
References
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Journal ArticleDOI
Synthesis in the Pyridazine Series. II. The Preparation of Pyridazines from Substituted Maleic Anhydrides. Some Properties of 4-Methylpyridazine1
R. H. Mizzoni,Paul E. Spoerri +1 more
Journal ArticleDOI
Nucleophilic character of acyl radicals. Homolytic acylation of quinoxaline
G. P. Gardini,F. Minisci +1 more
TL;DR: The reaction of quinoxaline with aldehydes in the presence of a redox system has been developed as a route to alkyl and aryl quINoxalin-2-yl ketones as discussed by the authors.
Journal ArticleDOI
Synthesen und Reaktionen von Pyridazinderivaten, 3. Mitt.
TL;DR: Pyridazine-4-carboxaldehyde (4) is prepared by NaJO4/OsO4-oxidation of 4-styryl-pyridine (2).
Journal ArticleDOI
Nucleophilic character of alkyl radicals—IX : The benzyl radical
TL;DR: In this paper, homolytic benzylation of 4-substituted pyridines gives 1,2-diphenylethane and a benzyl-4-substantituted Pyridine in a ratio determined by the nature of the 4substituents.