Electron-Donor-Mediated Divergent Transformation of Br–R<sub>F</sub> via EDA Complex for the Synthesis of Fluorine-Containing Oxindoles and Amides
Shupeng Zhang, Jin-Xin Lan, Mei-Ling Yang, Jingyi Cao, Yicheng Zhang, Wenchao Yang
Abstract
We have developed an unprecedented electron-donor-controlled divergent reaction between N -alkylsulfonylated acrylamides and Br–R F, facilitated by an electron donor–acceptor (EDA) complex, for the synthesis of fluorine-containing oxindoles and amides. Key to this divergent transformation is the EDA complex generation by altering electron donors. This approach has several advantages, such as broad substrate scope, being metal-catalyst- and photocatalyst-free, and having good functional group tolerance.
Topics & Concepts
ChemistryFluorineTransformation (genetics)Combinatorial chemistryStereochemistryMedicinal chemistryComputational chemistryOrganic chemistryGeneBiochemistryFluorine in Organic ChemistryOrganic and Inorganic Chemical ReactionsAsymmetric Synthesis and Catalysis