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Ring Opening of 1,1-Dichloro-2-methyl-2-phenylsulfonylcyclopropane Derivatives with Sodium Alkoxide

Memoirs of the Faculty of Engineering, Yamaguchi University Volume 40 Issue 1 Page 127-137
published_at 1989-10
KJ00000156771.pdf
[fulltext] 571 KB
Title
1,1-ジクロロ-2-メチル-2-フェニルスルホニルシクロプロパン誘導体のナトリウムアルコキシドによる開環
Ring Opening of 1,1-Dichloro-2-methyl-2-phenylsulfonylcyclopropane Derivatives with Sodium Alkoxide
Creators Kajigaeshi Shoji
Creators Matsumoto Goro
Creators Nishida Akiko
Creators Fujisaki Shizuo
Source Identifiers
Oxidations of 1,1-dichloro-2-methyl-2-phenylmercaptocyclopropane derivatives [15]-[20] with hydrogen peroxide in acetic acid gave the corresponding 1,1-dichloro-2-methyl-2-phenylsulfonylcyclopropane derivatives [1]-[6]. Reactions of [1]-[6] with sodium methoxide in methanol or sodium ethoxide in ethanol under reflux gave a mixture of phenylsulfinic acid and unstable compounds such acetyleneketals and ketoacetylenes as ring opening products. Reactions of both trans-and cis-1,1-dichloro-3-phenyl-2-phenylsulfonylcyclopropane with sodium methoxide in methanol gave same cis-1,1-dimethoxy-3-phenyl-2-phenylsulfonylcyclopropane [30], respectively, The above reaction mechanism was also discussed.
Subjects
化学 ( Other)
Languages jpn
Resource Type departmental bulletin paper
Publishers 山口大学工学部
Date Issued 1989-10
File Version Version of Record
Access Rights open access
Relations
[ISSN]0372-7661
[NCID]AN00244228
Schools 工学部