Synthesis of Methylpyridine Derivative. XXXI. Reaction of Aceto-acetamide with α, β-Unsturated Ketones and Aldehydes
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概要
- 論文の詳細を見る
Reaction of Acetoacetamide (I) with α, β-unsaturated ketone (II) and aldehyde (XV) is described. Reaction of I with 3-buten-2-one (IIa) gives rise to 3-carbamoyl-2,6-heptanedione (IIIa), 2-carbamoyl-5-hydroxy-5-methylcyclohexanone (IVa), 6-carbamoyl-3-methyl-2-cyclohexanone (Va), 3-acetyl-6-methyl-3,4-dihydro-2 (1H)-pyridone (VIa), and 3,9-dimethyl-2-azaspiro [5,5] undeca-3,8-diene-1,7-dione (VII). Reaction conditions such as catalyst and reaction temperature influence the product formed. Similarly, reactions of I with 3-penten-2-one (IIb), 4-methyl-3-penten-2-one (IIc), 4-phenyl-3-buten-2-one (IId), and 2-benzylideneacetophenone (IIe) afford the corresponding cyclohexanone derivatives (Vb, c, d, e) besides the dihydropyridone derivatives (VIb, d, e). α, β-Unsaturated aldehyde such as crotonaldehyde (XVa) reacts with I to give 3-acetyl-6-hydroxy-4-methyl-2-piperidone (XVIa), 3-acetyl-4-methyl-3,4-dihydro-2 (1H)-pyridone (XVIIa), and 3-acetyl-6-ethoxy-4-methyl-2-piperidone (XVIIa). Similar reaction of cinnamaldehyde (XVb) with I gives rise to the adduct (XVIb), dihydropyridone derivative (XVIIb), and piperidone derivative (XVIIIb).
- 公益社団法人日本薬学会の論文
- 1975-10-25
著者
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加藤 鉄三
Pharmaceutical Institute Tohoku University
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野田 昌樹
Pharmaceutical Institute, Tohoku University
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野田 昌樹
Pharmaceutical Institute Tohoku University
関連論文
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- General Pharmacological Actions of N-Acetoacetyl-3-hydroxytyrosine
- Studies on Ketene and Its Derivatives. XCV. Reaction of Diketene with Acyl Azides
- Synthesis of dl-Dehydroiridodiol
- Studies on Ketene and Its Derivatives. CI. Reaction of Diketene with 4-Amino-methylpyridine 1-Oxides
- Synthesis of Dihydrojasmone and cis-Jasmone
- Reaction of Ethyl 4-Halo-3-oxobutanoate with Diethyl Malonate, Methyl Cyanoacetate, and Malononitrile
- Studies on Ketene and Its Derivatives. LXXXV. Reactions of 4-Bromo-3-hydroxybutanoate and Its Acyl Derivatives
- Synthesis of Methylpyridine Derivatives. XXX. Reaction of Active Methylene Compounds with 6-Methyl-2-phenyl-4H-1,3-oxazin-4-one and 2-Ethoxy-2,6-dimethyl-2H-1,3-oxazin-4 (3H)-one to give 3-Acetylpyridone Derivatives
- Studies on Ketene and Its Derivatives. LVII. Reaction of Diketene with β-Diketones
- Studies on Ketene and Its Derivatives. LIV. Reaction of Diketene with Ketene Acetals
- Studies on Ketene and Its Derivatives. XVIII. Reaction of Diketene with Acridine.
- Studies on Ketene and Its Derivatives. XVII. Reaction of Diketene with Imidates.
- Studies on Ketene and Its Derivatives. XI. Reaction of Diketene with Phenanthridine
- Studies on Ketene and its Derivatives. X. Reaction of Diketene with Schiff Base
- Reaction of Ethyl 4-Bromoacetoacetate with Carbon Disulfide and Active Methylene Compounds
- Neighboring Group Participation of the N-Oxide Group in the Reaction of Methyl 1-Oxido-2-pyridyl Ketone Oxime with Tosyl Chloride
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- Studies on Ketene and Its Derivatives. CVII. Photoreaction of Diketene with 6-Methyluracil
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- Studies on Ketene and Its Derivatives. XLVII. Reaction of 2-Aminopyridine with Diketene
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- Synthesis of Methylpyridine Derivatives. XXXIV. Condensation of Acetoacetamide with Ketones to form Pyridone Derivatives
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- Studies on Ketene and Its Derivatives. LXVII. Photoreaction of Benzophenone and Benzaldehyde with Diketene
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- Reaction of N-Hydroxyacetoacetanilide with Carbonyl Reagents
- Organic Sulfites containing a 1,2-Oxazine Ring
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- Studies on Ketene and Its Derivatives. LXXIX. Reaction of Diketene with Benzimidazole and 2-Methylbenzimidazole Derivatives
- Studies on Ketene and Its Derivatives. LXXXII. Reaction of Diketene with N-Phenylhydroxylamine Derivatives
- Studies on Ketene and Its Derivatives. LXXXI. Reaction of β-Aminocrotonamide with α, β-Unsaturated Ketones
- Studies on Ketene and Its Derivatives. LXXVI. Reactions of Acetoacetamide and β-Aminocrotonamide with β-Diketone, β-Ketoaldehyde and Related Compounds
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- Synthesis of Methylpyridine Derivative. XXXI. Reaction of Aceto-acetamide with α, β-Unsturated Ketones and Aldehydes
- Studies on Ketene and Its Derivatives. LXVIII. Reaction of Diketene with N-Imino-pyridinium, -quinolinium, and -isoquinolium Ylides
- Studies on Ketene and Its Derivatives. LXVI. Reaction of Acetoacetamide with α, β-Unsaturated Esters
- Studies on Ketene and Its Derivatives. LXII. Reaction of Ketene and Diketene with 2-Pyridyl Isocyanate and Isothiocyanate
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