Studies on 2,5-Diaryl-2,4-dihydro-3H-pyrazol-3-ones. II. Synthesis of 4-Cycloalkyl-2,5-diaryl-2,4-dihydro-3H-pyrazol-3-ones Using the Tautomeric Properties of 2,5-Diaryl-2,4-dihydro-3H-pyrazol-3-ones
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概要
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The reaction of 2-aryl-5-phenyl-2,4-dihydro-3H-pyrazol-3-ones (1) with cyclopentanone (5a) in the absence of NEt_3 gives 2-aryl-4-cyclopentylidene-5-phenyl-2,4-dihydro-3H-pyrazol-3-ones (7) in nearly quantitative yield. In the presence of NEt_3,the reaction of 1 with 5a gives 2-aryl-4-cyclopentyl-5-phenyl-2,4-dihydro-3H-pyrazol-3-ones (6a-c) in ca. 40% yields together with epoxides (8a-c). Similarly, various 4-cycloalkyl-2-aryl-5-phenyl-2,4-dihydro-3H-pyrazol-3-ones (6d-i) were obtained in ca. 40% yields. In these reactions, the expected cycloalkylidene products were reduced to cycloalkyl derivatives. The reaction mechanisms and the synthetic utility of these reactions are discussed.
- 公益社団法人日本薬学会の論文
- 1985-09-25
著者
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高見沢 映
Niigata College Of Pharmacy
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松郷 誠一
Niigata College Of Pharmacy
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斎藤 光雄
Niigata College Of Pharmacy
関連論文
- Studies on the Pyrimidine Derivatives and Related Compounds. XL. Reaction of 3-Benzyl-4-methyl-5-(2-hydroxyethyl)thiazolium Salts with Diethyl Benzoylphosphonate
- Studies on the Pyrimidine Derivatives. XXVII. A New Method for Synthesis of Diethyl Ethoxycarbonylphosphite from Tris (ethoxythiocarbonyl) Phosphorotrithioite, and on the Reactions of these Organo-phosphorus Compounds with Thiamine Sodium Salt.
- Studies on 2,5-Diaryl-2,4-dihydro-3H-pyrazol-3-ones. II. Synthesis of 4-Cycloalkyl-2,5-diaryl-2,4-dihydro-3H-pyrazol-3-ones Using the Tautomeric Properties of 2,5-Diaryl-2,4-dihydro-3H-pyrazol-3-ones
- Studies on 2,5-Diaryl-2,4-dihydro-3H-pyrazol-3-ones. I. Synthesis of Highly Substituted 1H-Indazoles Using Tautomeric 2,5-Diaryl-2,4-dihydro-3H-pyrazol-3-ones