A Photosensitizer–Free Radical Cascade for Synthesizing CF<sub>3</sub>-Containing Polycyclic Quinazolinones with Visible Light
Qiang Hu, Wan‐Lei Yu, Yong‐Chun Luo, Xiu‐Qin Hu, Peng‐Fei Xu
Abstract
Herein, we report an efficient photoinduced radical tandem trifluoromethylation/cyclization reaction of N-cyanamide alkenes for the synthesis of functionalized quinazolinones. Importantly, the reaction is carried out under mild conditions without any additional photosensitizer, metal, or extra additives. A series of trifluoromethyl quinazolinones were prepared efficiently with good yields and excellent functional group tolerance. Preliminary mechanistic experiments were conducted to indicate that the transformation proceeds via a possible mechanism involving photoexcited EDA complex and chain propagation.
Topics & Concepts
PhotosensitizerTrifluoromethylationChemistryPhotochemistryTandemCombinatorial chemistryCascade reactionTrifluoromethylOrganic chemistryCatalysisMaterials scienceAlkylComposite materialCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsQuinazolinone synthesis and applications