Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Behaviors of N-(Substituted thio) phthalimides, N-(Substituted thio)-succinimides, and N-(Substituted thio) isatins toward Some Nucleophiles
古川 潮須田 千秋林 清五郎
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1976 年 24 巻 8 号 p. 1708-1713

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New compounds of N-(substituted thio) isatins (III) were synthesized and reactions with several nucleophiles were examined in comparison with the reaction using N-(substituted thio) phthalimides (I) and N-(substituted thio) succinimides (II) : All of I, II, and III reacted with organometallic compounds, cyanide ion, and trichloromethyl carbanion to give sulfides (IV), thiocyanates (V), and trichloromethyl sulfides (VI) respectively. Different from I and II, however, the reaction of III with amines afforded 3-amino-1-substituted thio-3-hydroxy-2-oxo-indoles (X), with no formation of any sulfenamides anticipated.
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© The Pharmaceutical Society of Japan
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