Studies on Isoxazoles. IX. Syntheses of 3-Phenoxy-, 3-Phenylthio- and 3-Alkylthioisoxazoles
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概要
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The reaction of 3-chloro-2-methylisoxazolium chlorides with phenols or thiophenols in the presence of triethylamine or sodium methoxide gave 2-methyl-3-phenoxy- or 2-methyl-3-phenylthioisoxazolium chlorides, which were converted to 3-phenoxy- or 3-phenylthioisoxazoles in moderate yields by heating in an appropriate solvent. On pyrolysis of the 3-alkylthioisoxazolium salts prepared from 4-isoxazolin-3-thiones and alkyl halides, the yields of 3-alkylthioisoxazoles depended on the nature of the 2-substituent of the onium salts. 2-Benzyl-3-alkylthioisoxazolium salts gave the best yields. Mixtures of a 2-benzyl-4-isoxazolin-3-thione and a large excess of alkyl halide gave 3-alkylthioisoxazoles in good yields on heating.
- 1979-10-25
著者
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富田 和男
Agricultural Chemicals Research Laboratories Sankyo Co. Ltd.
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水貝 宗治
Agricultural Chemicals Research Laboratories, Sankyo Co., Ltd.
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斎藤 美香子
Agricultural Chemicals Research Laboratories Sankyo Co. Ltd.
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水貝 宗治
三共
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