Uppalabat T.Hassa N.Sawektreeratana N.Leowanawat P.Janthakit P.Nalaoh P.Promarak V.Soorukram D.Reutrakul V.Kuhakarn C.Mahidol University2023-06-022023-06-022023-05-05Journal of Organic Chemistry Vol.88 No.9 (2023) , 5403-541900223263https://repository.li.mahidol.ac.th/handle/20.500.14594/82903Persulfate-promoted radical cascade trifluoromethylthiolation and cyclization of 3-alkyl-1-(2-(alkynyl)phenyl)indoles with AgSCF3 were investigated. This protocol provides a novel route to CF3S-substituted indolo[1,2-a]quinoline-7-carbaldehydes and CF3S-substituted indolo[1,2-a]quinoline-7-methanone derivatives via the formation of the C-SCF3 bond and C-C bond and benzylic carbon oxidation in a single step. This reaction can accommodate a broad range of functional groups. The single-crystal X-ray diffraction data confirm the chemical structure of the product. A scale-up experiment and radical inhibition experiments were operated in the reaction system. Photophysical properties of some selected 5-((trifluoromethyl)thio)indolo[1,2-a]quinoline-7-carbaldehydes were studied by UV-visible and fluorescence spectroscopy.ChemistryArticleSCOPUS10.1021/acs.joc.2c030452-s2.0-8515214540215206904