Reaction of Phthalic Anhydrides with Methyl Isocyanoacetate : A Useful Synthesis of 1,2-Dihydro-1-oxoisoquinolines

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概要

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• Nitro-1,2-dihydro-1-oxoisoquinoline-3-carboxylate compounds (5a, b and 9a, b) were synthesized by the reaction of methyl isocyanoacetate with nitrophthalic anhydrides in the presence of 1,8-diazabicyclo [5. 4. 0] undec-7-ene (DBU), followed by esterification with diazomethane and hydrolysis with HCl. In these reactions, the methylidenephthalide compound (10) was also obtained by hydrolysis of the oxazole-4-carboxylate compound (8b) due to the presence of the bulky ortho nitro group. Moreover, 1,2-dihydro-4-hydroxy-1-oxoisoquinoline-3-carboxylic acid (16) was prepared via the oxazole dicarboxylic acid compound (15) in good yield.

• 社団法人日本薬学会の論文
• 1979-06-25

著者

• 松本 和男

  田辺製薬医薬育成所

• 松本 和男

  Research Laboratory Of Applied Biochemistry Tanabe Seiyaku Co. Ltd.

• 鈴木 護

  Research Laboratory of Applied Biochemistry, Tanabe Seiyaku Co., Ltd.,

• 沼波 憲一

  生化研

• 米田 直人

  Research Laboratory of Applied Biochemistry, Tanabe Seiyaku Co., Ltd.

• 沼波 憲一

  Research Laboratory of Applied Biochemistry, Tanabe Seiyaku Co., Ltd.

• 三好 宗次

  Research Laboratory of Applied Biochemistry, Tanabe Seiyaku Co., Ltd.

• 米田 直人

  Research Laboratory Of Applied Biochemistry Tanabe Seiyaku Co. Ltd.

• 鈴木 護

  Research Laboratory Of Applied Biochemistry Tanabe Seiyaku Co. Ltd.

• 三好 宗次

  Department Of Synthetic Chemistry Research Laboratory Of Applied Biochemistry Tanabe Seiyaku Co. Ltd

• 米田 直人

  Research Laboratory of Applied Biochemistry

• 米田 直人

  Research Laboratory of Applied Biochemistry Tanabe Seiyaku Co., Ltd.

• 沼波 憲一

  Research Laboratory of Applied Biochemistry

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