Catalytic Action of Azolium Salts. IV. Preparations of 4-Aroylquinazolines and 4-Aroyl-1H-pyrazolo[3,4-d]pyrimidines by Catalytic Action of 1,3-Dimethylimidazolium Iodide

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概要

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• The ability of 1,3-dimethylimidazolium iodide (1) to catalyze the aroylation of the chloroheteroarenes 4-8 with arenecarbaldehydes 3 as sources of the aroyl groups was examined in order to develop a preparative method of aroylheteroarenes. In the presence of 1,the treatment of the 4-chloroquinazolines (4 : 2-H, 5 : 2-Me, 6 : 2-Ph) with arenecarbaldehyde 3 in refluxing THF (tetrahydrofuran) or dioxane led to the 4-aroylquinazolines (9 : 2-H, 10 : 2-Me, 11 : 2-Ph) in excellent yields, as had been found with 1,3-dimethylbenzimidazolium iodide (2). Similar reaction of the 4-chloro-1H-pyrazolo[3,4-d]pyrimidines (7 : 1-Ph, 8 : 1-Me) with arenecarbaldehyde 3 yielded the corresponding 4-aroyl-1H-pyrazolo[3,4-d]pyrimidines (12 : 1-Ph, 13 : 1-Me). Compound 1 seems to catalyze the aroylation of a wider range of arenecarbaldehydes 3 as compared with 2.

• 社団法人日本薬学会の論文
• 1994-10-15

著者

• 東野 武郎

  School Of Pharmaceutical Sciences University Of Shizuoka

• 岩本 憲人

  School of Pharmaceutical Sciences, University of Shizuoka

• 松田 秀明

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

• 松田 秀明

  Central Research Laboratories S S Pharmaceutical Co. Ltd.

• 宮下 晶

  School Of Pharmaceutical Sciences University Of Shizuoka

• 鈴木 由美子

  School of Pharmaceutical Sciences, University of Shizuoka

• 岩本 憲人

  静岡県立大学薬学部

• 鈴木 由美子

  School Of Pharmaceutical Sciences University Of Shizuoka

• Iwamoto K

  Eisai Co. Ltd. Gifu Jpn

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