Addition of alkanesulfenyl chlorides to N-allylphthalimide
作者:
Yu.-V.K.Pikshilingaite,
G.K.Krasil'nikova,
O.V.Kil'disheva,
期刊:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science
(Springer Available online 2004)
卷期:
Volume 25,
issue 4
页码: 833-836
ISSN:0568-5230
年代: 2004
DOI:10.1007/BF00922391
出版商: Springer_US-Boston
数据来源: Springer
摘要:
1.Addition of sulfenyl chlorides to N-allylphthalimide affords only the thermodynamically stable isomers, N-[3-chloro-2-(alkylthio)propyl]phthalimides.2.Oxidation of N-[3-chloro-2-(alkylthio)propyl]phthalimides gives N-[3-chloro-2-(alkylsulfonyl)-propyl]phthalimides and N-[3-chloro-2-(alkylsulfinyl)propyl]phthalimides.3.Fission of N-(2,3-epoxypropyl)phthalimide by thiols, and 2,3-epoxypropylthioethers with phthalimide affords N-[2-hydroxy-3-(alkylthio)propyl]phthalimides, from which were obtained the isomeric N-[2-chloro-3-(alkylsulfonyl)propyl]phthalimides.4.Dephthalylation of N-[3-chloro-2-(alkylsulfonyl)propyl]phthalimides gave the 3-chloro-2-(alkyl-sulfonyl)propylamine hydrobromides.
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