Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Isoxazoles. XXII. A New Synthesis of 4-Isoxazolines and Their Thermal Conversion into Pyrroles
足達 郁夫原田 公子宮崎 理慧加納 日出夫
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1974 年 22 巻 1 号 p. 61-69

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抄録
Thirteen N-substituted 4-isoxazoline derivatives were obtained by reaction of 3-unsubstituted and 3, 5-disubstituted isoxazolium salts with Grignard reagents. Similarly, 3-benzyl-2-methyl-2, 3, 4, 5-tetrahydronaphth [2, 1-d] isoxazoles and 3-benzyl-2-ethyl-2, 3-dihydrobenzisoxazole were produced by reaction of the corresponding quaternary salts with benzylmagnesium chloride. Thermal reactions of some 4-isoxazoline derivatives and 3-benzyl-2, 3, 4, 5-tetrahydronaphth [2, 1-d] isoxazole derivatives leading to substituted pyrrole derivatives and 3H-benz [e] indole derivatives were investigated. A tentative mechanism for the formation of pyrrole from 4-isoxazoline is also presented.
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© The Pharmaceutical Society of Japan
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