有机化学 ›› 2020, Vol. 40 ›› Issue (3): 724-730.DOI: 10.6023/cjoc201908036 上一篇    下一篇

研究论文

铜促进8-氨基喹啉导向的芳基酰胺的二甲硫基化反应

郭圆圆a, 刘振伟a, 朱明祥a, 李琳琳a, 李敬亚b, 邹大鹏a, 吴豫生b, 吴养洁a   

  1. a 郑州大学化学与分子工程学院 郑州 450052;
    b 郑州泰基鸿诺医药股份有限公司 郑州 450052
  • 收稿日期:2019-08-27 修回日期:2019-11-05 发布日期:2020-04-02
  • 通讯作者: 邹大鹏, 吴豫生, 吴养洁 E-mail:yusheng.wu@tetranovglobal.com;wyj@zzu.edu.cn;zdp@zzu.edu.cn
  • 基金资助:
    国家自然科学基金(Nos.21172200,21702191)资助项目.

Copper-Promoted Dimethylthiolation of Benzamides under Assistance of 8-Aminoquinoline Group

Guo Yuanyuana, Liu Zhenweia, Zhu Mingxianga, Li Linlina, Li Jingyab, Zou Dapenga, Wu Yushengb, Wu Yangjiea   

  1. a College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450052;
    b Tetranov Biopharm, LLC, Zhengzhou 450052
  • Received:2019-08-27 Revised:2019-11-05 Published:2020-04-02
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21172200, 21702191).

报道了利用廉价易得的二甲基亚砜作为甲硫基源,实现8-氨基喹啉导向的芳基酰胺的二甲硫基化反应.利用CuSO4·5H2O作为促进剂,以中等到较好的收率高效地合成了一系列含有二甲硫基的芳酰胺衍生物.此外,该反应体系具有反应条件温和、不需要外加其它氧化剂的特点.

关键词: 二甲硫基化, 二甲基亚砜, 8-氨基喹啉, Cu促进

Cu(II)-promoted dimethylthiolation of C(sp2)-H bonds using DMSO as the methylthiolation source with the assistance of an 8-aminoquinoline directing group have been developed. A number of dimethylthiolated benzamides were efficiently synthesized using CuSO4·5H2O as a promoter in moderate to good yields. In addition, this reaction system features facile conditions and no other oxidant additive was required.

Key words: Dimethylthiolation, DMSO, 8-Aminoquinoline, Copper-promoted