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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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