有机化学 ›› 2022, Vol. 42 ›› Issue (11): 3658-3667.DOI: 10.6023/cjoc202205054 上一篇    下一篇

所属专题: 有机氟化学虚拟合辑

研究论文

Rh催化N-磺酰腙的偕-二氟烯丙基化反应

王家状, 滕丽果, 熊绍棋, 肖铁波*(), 江玉波*()   

  1. 昆明理工大学理学院 昆明 650500
  • 收稿日期:2022-05-31 修回日期:2022-07-14 发布日期:2022-08-25
  • 通讯作者: 肖铁波, 江玉波
  • 基金资助:
    国家自然科学基金(22161024); 云南省科技计划(2019FD048)

Rh-Catalyzed gem-Difluoroallylation of N-Tosylhydrazones

Jiazhuang Wang, Liguo Teng, Shaoqi Xiong, Tiebo Xiao(), Yubo Jiang()   

  1. Faculty of Science, Kunming University of Science and Technology, Kunming 650500
  • Received:2022-05-31 Revised:2022-07-14 Published:2022-08-25
  • Contact: Tiebo Xiao, Yubo Jiang
  • Supported by:
    National Natural Science Foundation of China(22161024); Science and Technology Planning Project of Yunnan Province(2019FD048)

发展了一种铑催化N-磺酰腙和3,3-二氟烯丙基硫化物的重排反应合成偕-二氟烯丙基化合物的高效方法. 该方法具有中等至优异的收率和良好的官能团耐受性, 并通过两步一锅、克级合成和产物的衍生化验证了其实用性.

关键词: N-磺酰腙, 3,3-二氟烯丙基硫化物, 铑催化, 偕-二氟烯丙基化

A rhodium-catalyzed rearrangement reaction of N-tosylhydrazones and 3,3-difluoroallyl sulfides was developed. This protocal provided a facile and efficient synthesis route to gem-difluoroallyl compounds with medium to excellent yield and good functional group tolerance. Moreover, the applicability of current method has been demonstrated by one-pot reaction, gram-scale synthesis and further transformations.

Key words: N-tosylhydrazones, 3,3-difluoroallyl sulfides, Rh-catalysis, gem-difluoroallylation