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Visible-Light-Promoted Cascade Alkene Trifluoromethylation and Dearomatization of Indole Derivatives via Intermolecular Charge Transfer

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journal contribution
posted on 09.07.2018 by Min Zhu, Kai Zhou, Xiao Zhang, Shu-Li You
An intramolecular dearomatization of indole derivatives has been developed via an electron donor–acceptor complex formed between indole derivatives and Umemoto’s reagent. Without the requirement of any catalyst and additive, diverse trifluoromethyl-substituted spiroindolenines bearing a quaternary stereogenic center were obtained in good yields (up to 90%) merely upon the illumination of two starting materials in 1,2-dichloroethane solution at room temperature. This work provides facile access to spiroindolenines bearing a trifluoromethyl group enabled by visible light.