Ring Transformation of Condensed Pyrimidines by Enamines and Ynamines. Formation of Condensed Pyridines and Condensed Diazocines

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概要

• 論文の詳細を見る

• A [4+2]-cycloaddition of quinazoline (2) and the 3H-1,2,3-triazolo[4,5-d]pyrimidine 4 with enamines 1a-e resulted in ring transformation into the quinolines, 3a and 3c, and the 3H-1,2,3-triazolo[4,5-b]pyridines, 5a-e, respectively. Similarly, the ynamine 13a cycloadded to 2 and its 4-cyano derivative 6,giving the quinolines, 14a and 14b, respectively.On the other hand, the 3H-1,2,3-triazolo[4,5-d]pyrimidines 4,15,8,16,17,18,and 19 underwent [2+2]-cycloaddition with the ynamine 13a, resulting in ring transformation into the corresponding 3H-1,2,3-triazolo[4,5-d]-[1,3]diazocines 21a-27. The 7-methoxy derivative 20,the 4-methoxy- and 4-cyano-1H-pyrazolo[3,4-d]pyrimidines, 30 and 31,and the 6-cyano-9H-purine 36 also underwent [2+2]-cycloaddition with 13a to give the corresponding 3H-1,2-3-triazolo[4,5-b][1,5]diazocine 28,1H-pyrazolo[3,4-b][1,5]diazocines, 32 and 33,and 3H-imidazo[4,5-b]-[1,5]diazocine 37,respectively.The structures of the 1,3- and 1,5-diazocines, 21a and 28,were determined by X-ray crystallography.

• 社団法人日本薬学会の論文
• 1991-02-25

著者

• 東野 武郎

  School Of Pharmaceutical Sciences University Of Shizuoka

• 泰道 直方

  Central Research Laboratories, S S Pharmaceutical Co., Led.,

• 佐藤 進

  Central Research Laboratories, S S Pharmaceutical Co., Ltd.,

• 石田 均司

  School of Pharmaceutical Sciences, University of Shizuoka

• 宮下 晶

  School Of Pharmaceutical Sciences University Of Shizuoka

• 佐藤 進

  Department Of Pharmacology Pharmaceutical Institute Tohoku University

• 山本 賢一

  School of Pharmaceutical Sciences, University of Shizuoka

• 石田 均司

  School Of Pharmaceutical Sciences University Of Shizuoka

• 山本 賢一

  School Of Pharmaceutical Sciences University Of Shizuoka

• 泰道 直方

  Central Research Laboratories S S Pharmaceutical Co.

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