Synthesis of Trifluoromethylthiolated Quinolinones via Trifluoromethanesulfanamide‐Induced Electrophilic Intramolecular Cyclization of N‐Arylpropynamides

Abstract

The reaction of N‐arylpropynamides with the commercially available trifluoromethanesulfanamide in the presence of BiCl3 was found to afford quinolin‐2‐ones in a selective manner via electrophilic trifluoromethylthiolation enabled by the in‐situ generated CF3S−Cl and the followed intramolecular cyclization. Differing from the existing analogous cyclization route that solely produces spiro[4,5]trienones, this alternative approach exclusively affords the biologically interesting quinolin‐2‐ones as the major products.