Satoshi Mizuta, Tomoko Yamaguchi, Masaharu Iwasaki, Takeshi Ishikawa . One-pot synthesis of trifluoromethyl ketone-containing heterocycles via tandem photocatalytic haloalkylation of ol2026 · 記述言語： 英語 掲載種別： 研究論文（学術雑誌） 出版者・発行元： New Journal of Chemistry Trifluoromethyl ketone (TFMK) is an important functional group in reversible covalent inhibitors. However, synthetic strategies to incorporate TMFK into heterocyclic compounds are limited. In this study, we report a novel protocol for tandem photoredox-catalysed difunctionalisation of olefins bearing internal nucleophiles using bromotrifluoroacetone, followed by intramolecular cyclisation. The protocol involves the use of 1.0 mol% organophotocatalyst and zinc acetate as a bromide ion scavenger. Subsequent intramolecular cyclisation of the brominated intermediate is promoted by basic alumina or K<inf>2</inf>CO<inf>3</inf>. This method provides straightforward access to a wide range of TFMK-containing heterocycles, including oxazolines, benzoxazines, γ-lactones, and pyrrolidones, and can be feasible for designing reversible covalent inhibitors. DOI： 10.1039/d6nj00369a Scopus
