Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (7): 1725-1732.DOI: 10.6023/cjoc201801021 Previous Articles     Next Articles



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
  • 基金资助:


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
  • Supported by:

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

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