铜催化芳基环丙烷的开环1,3-氨基三氟甲基化反应
Copper-Catalyzed Ring-Opening 1,3-Aminotrifluoromethylation of Arylcyclopropanes.
作者信息
Zhang Huan, Xiao Haiwen, Jiang Feng, Fang Yewen, Zhu Lin, Li Chaozhong
机构信息
School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China.
Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
出版信息
Org Lett. 2021 Mar 19;23(6):2268-2272. doi: 10.1021/acs.orglett.1c00390. Epub 2021 Mar 9.
The copper-catalyzed reaction of arylcyclopropanes, -fluorobis(arenesulfonyl)imides, and (bpy)Zn(CF) (bpy = 2,2'-bipyridine) at room temperature affords the corresponding ring-opening 1,3-aminotrifluoromethylation products in satisfactory yields. The protocol is highly regioselective, providing a convenient entry to γ-trifluoromethylated amines. A mechanism involving the trifluoromethylation of benzyl radicals is proposed.
在室温下，芳基环丙烷、氟代双（芳基磺酰基）亚胺和（联吡啶）Zn（CF）（联吡啶 = 2,2'-联吡啶）的铜催化反应以令人满意的产率提供相应的开环1,3-氨基三氟甲基化产物。该方法具有高度的区域选择性，为γ-三氟甲基化胺提供了一种便捷的合成途径。提出了一种涉及苄基自由基三氟甲基化的机理。
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