Reactivity of Isocoumarins. V. Reaction of 1-Ethoxyisochroman with Active Methylene Compounds

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概要

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• Active methylene compounds, diethyl malonate, α-tetralone, dimedone, acetyl-acetone, malononitrile, and diketene, were reacted with 1-ethoxyisochroman (1) to give the corresponding 1-substituted isochroman derivatives, 4,5,6,7,8,9,10,and 11,respectively. When 4 was treated with sodium ethoxide or potassium tert-butoxide, ethyl 1,4-dihydro-2-naphthoate (14a), ethyl 1,2-dihydro-2-naphthoate (14b), and ethyl 2-naphthoate (13) were obtained. On the other hand, the reaction of 2-(1-isochromanyl) cyclohexanone (3) with potassium tert-butoxide afforded 9-formyl-1,2,3,4-tetrahydroanthracene (20) and 1,2,3,4,9,10-hexahydroanthracene (21). The conversion mechanisms of 1-substituted isochromans (2,3,4,and 7) into naphthalenes (13,14a, b, and 18) and 1,2,3,4-tetrahydroanthracenes (20 and 21) are proposed.

• 公益社団法人日本薬学会の論文
• 1982-05-25

著者

• 大和 正利

  Faculty Of Pharmaceutical Sciences Okayama University

• 石川 忠興

  Faculty Of Pharmaceutical Sciences Okayama University

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