化学
喹啉
烷基
三氟甲基
药物化学
级联反应
单晶
光化学
有机化学
催化作用
结晶学
作者
Thikhamporn Uppalabat,Nattawoot Hassa,Natthapat Sawektreeratana,Pawaret Leowanawat,Pattarapapa Janthakit,Phattananawee Nalaoh,Vinich Promarak,Darunee Soorukram,Vichai Reutrakul,Chutima Kuhakarn
标识
DOI:10.1021/acs.joc.2c03045
摘要
Persulfate-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.
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