Palladium‐Catalyzed Phosphoryl‐Carbamoylation of Alkenes: Construction of Nonbenzylic C(<i>sp</i><sup><i>3</i></sup>)−P(O)R<sub>2</sub> Bonds via C(<i>sp</i><sup><i>3</i></sup>)−Pd(II)−P(O)R<sub>2</sub> Reductive Elimination
Chen Chen, Wan Sun, Yan Yan, Fang Yang, Yuebo Wang, Yanping Zhu, Liying Liu, Bolin Zhu
Abstract
Abstract We report the first example of palladium‐catalyzed phosphoryl‐carbamoylation of alkene‐tethered carbamoyl chlorides with P(O)H compounds. Both H ‐phosphinates and secondary phosphine oxides are compatible with this reaction. DPE‐Phos was used as ligand to facilitate nonbenzylic C( sp 3 )−P bonds formations via C( sp 3 )−Pd(II)−P reductive elimination. By using this protocol, a range of phosphorylated oxindoles and lactams were obtained in moderate to good yields. magnified image
Topics & Concepts
ChemistryPalladiumPhosphineCatalysisMedicinal chemistryAlkeneLigand (biochemistry)StereochemistryOrganic chemistryReceptorBiochemistryFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsOrganophosphorus compounds synthesis