有机化学 ›› 2018, Vol. 38 ›› Issue (7): 1725-1732.DOI: 10.6023/cjoc201801021 上一篇    下一篇

研究论文

锡粉促进下“一锅法”合成α-亚甲基-γ-丁内酯衍生物

杨政, 黄丹凤, 文岚, 王娟娟, 王克虎, 胡雨来   

  1. 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2018-01-15 修回日期:2018-03-11 发布日期:2018-03-29
  • 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(No.21462037)资助项目.

Tin Powder-Promoted “One-Pot” Synthesis of α-Methylene-γ-butyrolactones

Yang Zheng, Huang Danfeng, Wen Lan, Wang Juanjuan, Wang Kehu, Hu Yulai   

  1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2018-01-15 Revised:2018-03-11 Published:2018-03-29
  • Contact: 10.6023/cjoc201801021 E-mail:huangdf@nwnu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21462037).

探索了锡粉促进下,靛红或α-羰基酯与2-(溴甲基)丙烯酸乙酯的“一锅法”反应,得到了一系列含有螺环氧化吲哚结构单元的或γ,γ-二取代的α-亚甲基-γ-丁内酯衍生物.该方法避免了使用有毒的有机锡试剂,具有反应条件温和、操作简单、产率高等优点,为合成α-亚甲基-γ-丁内酯衍生物提供了一种有效的新方法.

关键词: 一锅法, 锡粉, 靛红, 2-(溴甲基)丙烯酸乙酯, α-亚甲基-γ-丁内酯, 螺环氧化吲哚-γ-丁内酯

An one-pot reaction of various isatin compounds or α-keto esters and ethyl 2-(bromomethyl)acrylate promoted by tin powder has been investigated, affording the corresponding isatin-derived spirocyclic α-methylene-γ-butyrolactones or γ, γ-disubstituted α-methylene-γ-butyrolactones in high yields. The method uses the combination of tin powder and ethyl 2-(bromomethyl)acrylate to replace the corresponding toxic stannanes and allows the operation much easier.

Key words: one-pot, tin powder, isatin, 2-(bromomethyl)acrylate, α-methylene-γ-butyrolactone, spirooxindole-γ-butyrolactone