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
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.
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