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A SmI 2 -mediated reductive cyclisation reaction using the trifluoroacetamide group as the radical precursor.

Kota YoshiokaHiroki IwasakiMako HanakiSaho ItoYuzuha IwamotoRio IchiharaHisanori Nambu
Published in: Organic & biomolecular chemistry (2024)
A samarium(II)-mediated reductive cyclisation reaction with the aminoketyl radical from the trifluoroacetamide group for synthesising 2-trifluoromethylindolines was developed. This reaction is the first example of using an acyclic amide group, which is considered difficult to react with SmI 2 , in a reductive cyclisation. Additionally, the conversion of the obtained product into 2-trifluoromethylindole was achieved.
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