Direct Hydrodefluorination of CF<sub>3</sub>-Alkenes via a Mild S<sub>N</sub>2′ Process Using Rongalite as a Masked Proton Reagent
Xiang‐Long Chen, Dongsheng Yang, Bo‐Cheng Tang, Chun‐Yan Wu, Huai‐Yu Wang, Jin‐Tian Ma, Shi‐Yi Zhuang, Zhi‐Cheng Yu, Yan‐Dong Wu, An‐Xin Wu
Abstract
A concise and efficient hydrodefluorination process was developed for the synthesis of gem -difluoroalkenes. This reaction employs rongalite as a masked proton source and does not require any additional catalysts or reductants. Notably, trifluoromethyl alkenes having both terminal and internal double bonds are compatible with this process, allowing for a wider range of substrates. The successful late-stage functionalizations of pharmaceuticals and gram-scale syntheses were used to demonstrate the viability of this method.
Topics & Concepts
ChemistryReagentCombinatorial chemistryProtonTrifluoromethylProcess (computing)CatalysisOrganic chemistryAlkylPhysicsOperating systemComputer scienceQuantum mechanicsFluorine in Organic ChemistryInorganic Fluorides and Related Compounds