高等学校化学学报 ›› 1996, Vol. 17 ›› Issue (1): 73.

• 论文 • 上一篇    下一篇

α-氧代烯酮环二硫代缩酮化学(XXV)──经由取代-环合芳构化反应合成羟乙基芳基硫醚

刘群, 赵洪武, 杨智蕴, 徐柏玲   

  1. 东北师范大学化学系, 长春 130024
  • 收稿日期:1995-01-03 出版日期:1996-01-24 发布日期:1996-01-24
  • 通讯作者: 刘群,男,40岁,教授.
  • 作者简介:刘群,男,40岁,教授.
  • 基金资助:

    国家教育委员会优秀年轻教师基金

The Chemistry of α-Oxo Ketene Cyclic Dithioacetals (XXV)──Synthesis of Hydroxyethyl Arylthio Ethers via Substitution-Cycloaromatization Reaction

LIU Qun, ZHAO Hong-Wu, YANG Zhi-Yun, XU Bai-Ling   

  1. Department of Cemistry, Northeast Normal University, Changchun 130024
  • Received:1995-01-03 Online:1996-01-24 Published:1996-01-24

摘要: 以巯基乙醇为亲核体,经由β,β-1,3-亚丙二硫基-α,β-不饱和酮1与2-甲基烯丙基氯比镁的加成产物2的取代-环合芳构化反应,以适中产率得到羟乙基芳基硫醚3.首次发现2在酸催化下生成α,β-不饱和环已酮4的新反应途径。

关键词: &alpha, -氧代烯酮环二硫代缩酮, 巯基乙醇, 取代-环合芳构化, 羟乙基芳基硫醚, 合成

Abstract: The addition of β,β-1,3-propylenedithio-α,β-unsaturated ketones 1 with methallyl Grignard reagent yielded carhinols 2.Catalyzed by mercuric chloride,carbinols 2 wereconverted to hydroxyethyl arylthio ethers 3 in the solvent of mercaptoethanol.When cat-alyzed by sulfuric acid, carbinols 2 were converted to α,β-unsaturated cyclohexanones 4.This conversion provides a new methd to the synthetesis of compound 4 and its analogues.

Key words: α-Oxo ketene cyclic dithioacetals, Mercaptoethanol, Substitution-cycloaromatization, Hydroxyethyl arylthio ether, Synthesis

TrendMD: