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

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. A SmI 2 -mediated reductive cyclisation using trifluoroacetamide groups as radical precursors and alkynes as radical acceptors, which is the first example of using an acyclic amide group in a reductive cyclisation, afforded 2-trifluoromethylindolines.