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

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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 acetone gave 2-aryl-4-(1-methylethylidene)-5-phenyl-2,4-dihydro-3H-pyrazol-3-ones (2) in nearly quantitative yields, and these products reacted further with acetone in the presence of triethylamine (NEt_3) as a catalyst to give 1-aryl-4,6,6-trimethyl-3-phenyl-1,6-dihydropyrano [2,3-c] pyrazoles (3). Reaction of 3 with dimethyl acetylenedicarboxylate (DMAD) or diethyl acetylenedicarboxylate (DEAD) in dimethylformamide (DMF) at reflux gave 1-aryl-4-methyl-3-phenyl-1H-indazole-6,7-dicarboxylate (7) in high yields. Thus, a new and convenient route for the synthesis of highly substituted 1H-indazoles has been developed.

• 公益社団法人日本薬学会の論文
• 1984-06-25

著者

• 高見沢 映

  Niigata College Of Pharmacy

• 松郷 誠一

  Niigata College Of Pharmacy

• 斉藤 光雄

  Niigata College of Pharmacy

• 加藤 洋子

  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

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