Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (6): 1469-1476.DOI: 10.6023/cjoc201712036 Previous Articles     Next Articles

Articles

三氟甲基取代的吡唑烷及吡唑啉类化合物的合成

刘丽丽, 黄丹凤, 王玉祥, 文岚, 杨政, 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:2017-12-26 修回日期:2018-02-02 发布日期:2018-02-11
  • 通讯作者: 黄丹凤,E-mail:huangdf@nwnu.edu.cn;胡雨来,E-mail:huyl@nwnu.edu.cn E-mail:huangdf@nwnu.edu.cn;huyl@nwnu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21662030,21462037)资助项目.

A Facile Synthesis of CF3-Substituted Pyrazolidines and Pyrazolines

Liu Lili, Huang Danfeng, Wang Yuxiang, Wen Lan, Yang Zheng, Su Yingpeng, Wang Kehu, Hu Yulai   

  1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2017-12-26 Revised:2018-02-02 Published:2018-02-11
  • Contact: 10.6023/cjoc201712036 E-mail:huangdf@nwnu.edu.cn;huyl@nwnu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21662030, 21462037).

A Lewis acid-catalyzed[3+2] cycloaddition of trifluoromethylated N-acylhydrazones with alkenes was explored, and a series of CF3-substituted pryazolidines were obtained in high yields (up to 91%). The reaction features the use of cheap and readily available trifluoromethylated N-acylhydrazones as trifluoromethyl building blocks, mild reaction conditions and easy operation. Furthermore, the cycloadducts can be transformed into trifluoromethylated pyrazolines in excellent yields.

Key words: trifluoromethyl building blocks, cycloaddition, trifluoromethylated N-acylhydrazones, alkenes, trifluoromethyl pyrazolidines, trifluoromethyl pyrazolines