铜催化的烯烃的自由基三氟甲基胺化反应。
Copper-Catalyzed Radical Aminotrifluoromethylation of Alkenes.
机构信息
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 , P. R. China.
School of Materials and Chemical Engineering , Ningbo University of Technology , No. 201 Fenghua Road , Ningbo 315211 , P. R. China.
出版信息
J Am Chem Soc. 2019 Jul 24;141(29):11440-11445. doi: 10.1021/jacs.9b06141. Epub 2019 Jul 11.
We report herein an unprecedented protocol for aminotrifluoromethylation of alkenes. With Cu(OTf) as the catalyst, the reaction of alkenes, (bpy)Zn(CF), and -fluorobis(benzenesulfonyl)imide (NFSI) at room temperature provides the corresponding aminotrifluoromethylation products in satisfactory yields with high regioselectivity opposite to those driven by CF radical addition. The method exhibits a broad substrate scope and wide functional group compatibility. A mechanism involving N-radical addition to alkenes followed by trifluoromethylation of alkyl radicals is proposed.
我们在此报告一种前所未有的烯烃的氨三氟甲基化方法。在 Cu(OTf)作为催化剂的条件下，烯烃、(bpy)Zn(CF3)2和 -氟代双(苯磺酰基)亚胺 (NFSI)在室温下反应，可以以高区域选择性得到相应的氨三氟甲基化产物，这与由 CF 自由基加成驱动的反应相反。该方法具有广泛的底物范围和广泛的官能团相容性。提出了一种涉及 N-自由基加成到烯烃，然后烷基自由基三氟甲基化的反应机理。
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