高等学校化学学报 ›› 2020, Vol. 41 ›› Issue (10): 2264.doi: 10.7503/cjcu20200246

• 研究论文 • 上一篇    下一篇

钌催化的手性苯基/苯并噻唑甲醇的转移氢化合成

陈淡宜, 张福梅, 何丹, 张紫媚, 钟芬, 文思妙妙, 刘祈星(), 周海峰()   

  1. 三峡大学生物与制药学院, 天然产物研究与利用湖北省重点实验室, 宜昌 443002
  • 收稿日期:2020-05-03 出版日期:2020-10-10 发布日期:2020-06-12
  • 通讯作者: 刘祈星 E-mail:qixingliu86@163.com;zhouhf@ctgu.edu.cn
  • 作者简介:周海峰, 男, 博士, 教授, 主要从事不对称催化方面的研究. E-mail: zhouhf@ctgu.edu.cn
  • 基金资助:
    湖北省自然科学基金(2018CFB241)

Synthesis of Chiral Phenylbenzothiazole Methanol via Transfer Hydrogenation Catalyzed by Ruthenium Complexes

CHEN Danyi, ZHANG Fumei, HE Dan, ZHANG Zimei, ZHONG Fen, WEN Simiaomiao, LIU Qixing(), ZHOU Haifeng()   

  1. Hubei Key Laboratory of Natural Products Research & Development,College of Biological & Pharmaceutical Sciences,China Three Gorges University,Yichang 443002,China
  • Received:2020-05-03 Online:2020-10-10 Published:2020-06-12
  • Contact: LIU Qixing E-mail:qixingliu86@163.com;zhouhf@ctgu.edu.cn
  • Supported by:
    Supported by Natural Science Foundation of Hubei Province of China(2018CFB241)

摘要:

以苯基/苯并噻唑甲酮为原料, 手性二胺钌络合物为催化剂, 甲酸钠为氢源, i?PrOH/H2O(体积比1:1)为溶剂, 在室温(30 ℃)条件下, 通过不对称转移氢化, 合成了一系列手性苯基/苯并噻唑甲醇类化合物, 其对映选择性(e.e.)值高达99%. 此外, 还探讨了其它苯基/氮杂环甲酮的不对称转移氢化. 该方法具有反应条件温和、 催化剂廉价易得及操作简便等优点.

关键词: 不对称转移氢化, 手性二胺钌络合物, 苯基/苯并噻唑甲醇

Abstract:

A series of chiral phenylbenzothiazole methanol was obtained with up to 99% e.e. value via transfer hydrogenation from phenylbenzothiazolone, with readily available chiral diamine-derived ruthenium complex as a catalyst and sodium formate as a hydrogen source in a mixture of i-PrOH/H2O(volume ratio 1:1) under ambient conditions. In addition, the reduction of other aryl N-heteroaryl ketones was also attempted. This method has the advantages of mild rection conditions, readily available and inexpensive catalysts, simple operation.

Key words: Asymmetric transfer hydrogenation, Chiral diamine ruthenium complex, Phenylbenzothiazole methanol

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