Palladium‐Catalyzed Domino Cyclization/Phosphorylation of <i>gem</i>‐Dibromoolefins with P(O)H Compounds: Synthesis of Phosphorylated Heteroaromatics
Chen Chen, Jie Ding, Liying Liu, Yujie Huang, Bolin Zhu
Abstract
Abstract We presented a palladium‐catalyzed domino cyclization/phosphorylation of gem ‐dibromoolefins, which utilize H‐phosphinates and secondary phosphine oxides as the phosphine sources, respectively. A variety of phosphorylated heteroaromatics were obtained in moderate to good yields with wide functional group compatibility. This one‐pot reaction enables multiple bond‐forming events including C−X (X=O, N, S) and C−P bonds using easily available starting materials. Moreover, this protocol can be easily applied to large‐scale preparation and late‐stage functionalization. magnified image
Topics & Concepts
ChemistryPalladiumDominoPhosphineCatalysisCombinatorial chemistryFunctional groupCascade reactionPhosphorylationSurface modificationMedicinal chemistryOrganic chemistryPhysical chemistryPolymerBiochemistryOrganophosphorus compounds synthesisCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques