有机化学 ›› 2018, Vol. 38 ›› Issue (12): 3189-3196.DOI: 10.6023/cjoc201807014 上一篇    下一篇

所属专题: 碳氢活化合辑2018-2019 有机光催化合辑

研究论文

可见光诱导下喹喔啉-2(1H)-酮与重氮盐的直接C-H 3-芳基化反应

王雷雷a, 鲍鹏丽a, 刘维伟a, 刘思彤a, 胡昌松a, 岳会兰b, 杨道山a, 魏伟a,b   

  1. a 曲阜师范大学化学与化工学院 曲阜 273165;
    b 中国科学院西北高原生物研究所 中国科学院藏药研究重点实验室 西宁 810000
  • 收稿日期:2018-07-06 修回日期:2018-07-22 发布日期:2018-08-22
  • 通讯作者: 魏伟 E-mail:weiweiqfnu@163.com
  • 基金资助:

    山东省自然科学基金(Nos.ZR2018MB009,ZR2016JL012)、青海省国际科技合作专项基金(Nos.2018-HZ-806,2017-HZ-806)、国家自然科学基金(Nos.21302109,21302110)资助项目.

Direct C-H 3-Arylation of Quinoxalin-2(H)-ones with Aryl Diazonium Salts under Visible-Light Irradiation

Wang Leileia, Bao Penglia, Liu Weiweia, Liu Sitonga, Hu Changsonga, Yue Huilanb, Yang Daoshana, Wei Weia,b   

  1. a School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165;
    b Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining 810008
  • Received:2018-07-06 Revised:2018-07-22 Published:2018-08-22
  • Contact: 10.6023/cjoc201807014 E-mail:weiweiqfnu@163.com
  • Supported by:

    Supported by the Natural Science Foundation of Shandong Province (Nos. ZR2018MB009, ZR2016JL012), the International Cooperation Project of Qinghai Province (Nos. 2018-HZ-806, 2017-HZ-806) and the National Natural Science Foundation of China (Nos. 21302109, 21302110).

发展了一种简单、实用可见光诱导喹喔啉-2(1H)-酮与重氮盐的直接C-H 3-芳基化反应.该反应采用便宜Eosin Y为催化剂,可以在室温、空气下高效完成3-芳基喹喔啉-2(1H)-酮的构建.该方法不需要任何金属试剂、碱、酸和强氧化剂,为3-芳基喹喔啉-2(1H)-酮提供一个价格便宜、操作简便的合成方法.

关键词: 可见光, Eosin Y催化, C-H芳基化, 重氮盐, 3-芳基喹喔啉-2(1H)-酮

A simple and practical visible-light-induced protocol has been developed for the construction of 3-arylquinoxa-lin-2(1H)-ones via Eosin Y-catalyzed direct C-H 3-arylation of quinoxalin-2(H)-ones with aryl diazonium salts at room temperature in air. The present reaction provides a cost-effective and operationally straightforward approach to the target products in moderate to good yields, and does not require any metal reagents, bases, acids, and strong oxidants.

Key words: visible-light, Eosin Y catalysis, C-H arylation, aryl diazonium salt, 3-arylquinoxalin-2(1H)-one