有机化学 ›› 2020, Vol. 40 ›› Issue (7): 2026-2034.DOI: 10.6023/cjoc202003002 上一篇    下一篇

研究论文

锡粉促进下3-芳基-3-羟基-2-氧化吲哚的烯丙基化反应研究

赵转霞, 王君姣, 黄丹凤, 杨政, 赵芳霞, 虎永琴, 徐炜刚, 胡雨来   

  1. 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2020-03-01 修回日期:2020-04-09 发布日期:2020-04-23
  • 通讯作者: 黄丹凤 E-mail:huangdf@nwnu.edu.cn
  • 基金资助:
    国家自然科学基金(Nos.21861033,21462037)、甘肃省自然科学基金(No.18JR3RA091)资助项目.

Study on Tin Powder-Promoted Allylation of 3-Aryl-3-hydroxy-2-oxindoles

Zhao Zhuanxia, Wang Junjiao, Huang Danfeng, Yang Zheng, Zhao Fangxia, Hu Yongqin, Xu Weigang, Hu Yulai   

  1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2020-03-01 Revised:2020-04-09 Published:2020-04-23
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21861033, 21462037), and the Natural Science Foundation of Gansu Province (No. 18JR3RA091).

探索了锡粉促进下3-羟基-2-氧化吲哚与烯丙基溴的偶联反应,实现了锡粉促进下的亲核取代反应,拓展了锡粉促进下反应类型,并为合成具有潜在生物活性的3,3-二取代-2-氧吲哚提供了简便的方法.该方法具有操作简单、成本低廉等优点.

关键词: 硫酸, 催化, 炔丙醇, 亲核取代

An efficient tin-powder-promoted C-C coupling reaction of 3-aryl-3-hydroxy-2-oxindoles with allyl bromide was disclosed, which makes tin-powder-promoted reactions beyond 1,2-addition to C=O or C=N double bounds, and provides a convenient and facile protocol for the synthesis of potentially bioactive 3,3'-disubstituted-2-oxindoles in good to excellent yields. The method is highly efficient and environmentally benign with low cost and concise manipulation.

Key words: tin powder, 3-hydroxy-2-oxindoles, allylation