Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (12): 2920-2927.DOI: 10.6023/cjoc201606013 Previous Articles     Next Articles



常青, 康娟, 张为钢, 王娟娟, 黄丹凤, 王克虎, 苏瀛鹏, 胡雨来   

  1. 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2016-06-06 修回日期:2016-07-24 发布日期:2016-08-22
  • 通讯作者: 黄丹凤, 胡雨来;
  • 基金资助:

    国家自然科学基金(Nos. 21062016,21462037)资助项目.

Tin-Mediated Preparation of Allylic α-Acylhydrazino Esters

Chang Qing, Kang Juan, Zhang Weigang, Wang Juanjuan, Huang Danfeng, Wang Kehu, Su Yingpeng, Hu Yulai   

  1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2016-06-06 Revised:2016-07-24 Published:2016-08-22
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21062016, 21462037).

An one-pot reaction of glyoxylate ethyl ester, acylhydrazines and allyl bromide promoted by tin powder has been developed. The reaction has been investigated using different acylhydrazines leading to allylic α-acylhydrazino esters in very high yield. When allyl bromide was replaced with prenyl bromide or crotyl bromide to perform the reaction, the γ-addition products were obtained. The reaction provides a new approach for the synthesis of allylic α-acylhydrazino esters.

Key words: tin powder, glyoxylate ethyl ester, acylhydrazines, one pot reaction, allylic α-acylhydrazino esters