有机化学 ›› 2019, Vol. 39 ›› Issue (6): 1767-1775.DOI: 10.6023/cjoc201901007 上一篇    下一篇

所属专题: 元素有机化学合辑2018-2019

研究论文

锡粉促进下α-三氟甲基高烯丙基酰肼的合成

刘佳欣, 黄丹凤, 王小平, 宗吴中, 苏瀛鹏, 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:2019-01-07 修回日期:2019-01-29 发布日期:2019-02-22
  • 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)资助项目.

Tin Powder Promoted Synthesis of α-Trifluoromethyl Homoallylic Hydrazides

Liu Jiaxin, Huang Danfeng, Wang Xiaoping, Zong Wuzhong, Su Yingpeng, Wang Kehu, Hu Yulai   

  1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2019-01-07 Revised:2019-01-29 Published:2019-02-22
  • Contact: 10.6023/cjoc201901007 E-mail:huangdf@nwnu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21861033, 21462037).

探索了在布朗斯特酸和路易斯酸作用下,以1,4-二氧六环为溶剂,由三氟丙酮酸乙酯、酰肼、烯丙基溴和锡粉在回流条件下一锅法合成α-三氟甲基高烯丙基酰肼的方法.该方法避免了使用有毒的有机锡试剂,并且操作简单,反应条件温和,以良好的收率得到其相应的产物.

关键词: 一锅法, 锡粉, 三氟丙酮酸乙酯, α-三氟甲基高烯丙基酰肼

An efficient multicomponent one-pot reaction was developed for the synthesis of α-trifluoromethyl homoallylic hydrazides from the reactions of ethyl trifluoropyruvate, hydrazides and allylic bromide with tin powder in the presence of Brønsted and Lewis acid in 1,4-dioxane under reflux. The method avoids the use of toxic stannanes and allows easy operation. The reaction proceeds smoothly under mild reaction conditions to give the corresponding products in good yields.

Key words: one-pot, tin powder, ethyl trifluoropyruvate, α-trifluoromethyl homoallylic hydrazides