有机化学 ›› 2020, Vol. 40 ›› Issue (8): 2476-2482.DOI: 10.6023/cjoc202002042 上一篇    下一篇

研究论文

铜催化苯并噻唑与二芳基碘鎓盐的芳基化反应

李怀贵, 杨澎, 许峥, 杜正银, 傅颖   

  1. 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2020-02-29 修回日期:2020-05-10 发布日期:2020-05-20
  • 通讯作者: 杜正银, 傅颖 E-mail:clinton_du@126.com;fu_yingmail@126.com
  • 基金资助:
    国家自然科学基金(Nos.21262028,21762039,21762040)资助项目.

Cu-Catalyzed Direct Arylation of Benzothiazoles with Diaryliodonium Salts

Li Huaigui, Yang Peng, Xu Zheng, Du Zhengyin, Fu Ying   

  1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2020-02-29 Revised:2020-05-10 Published:2020-05-20
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21262028, 21762039, 21762040).

二芳基碘盐具有毒性低、反应条件温和及选择性高的优点,在有机合成中一直受到关注,已被广泛用作芳基化试剂,可用于芳杂环化合物的交叉偶联反应和芳基化反应等.发展了一种铜催化下苯并噻唑与二芳基碘鎓盐反应合成2-芳基苯并噻唑衍生物的方法.该方法具有底物范围广泛、基团耐受性良好及产率高等优点.

关键词: 苯并噻唑, 芳基化, 二芳基碘鎓盐, 交叉偶联反应, C-H键的活化

Diaryliodonium salts have low toxicity and good stability, and their mediated reactions often have advantages of mild reaction conditions and high selectivity. They have received extensive attention and have been widely used as arylating agents in organic synthesis. A simple and efficient method for the synthesis of 2-arylbenzothiazole derivatives via copper-catalyzed C-H direct arylation of benzothiazoles with diaryliodonium salts as electrophilic arylating reagents was developed. This method shows wide range of substrates, good group tolerance, simple operation and high product yields.

Key words: benzothiazole, arylation, diaryliodonium salt, cross coupling, C-H activation