Copper-Catalyzed Phosphorylation of 2,3-Allenoic Acids and Phosphine Oxide: Access to Phosphorylated Butenolides
Tianshuo Zhong, Xiangyun Zheng, Chuanliu Yin, Qitao Shen, Chuanming Yu
Abstract
We investigated a novel Cu-catalyzed annulation of 2,3-allenoic acids with diphenylphosphine oxide, leading to the formation of 4-phosphate butenolides in up to 88% yield. The formation of the C–P bond provides new avenues for the functionalization of different furan-2(5H)-ones, with favorable features such as suitable functional group tolerance and mild synthesis conditions.
Topics & Concepts
ChemistryPhosphine oxideDiphenylphosphine oxidePhosphorylationFuranYield (engineering)CatalysisPhosphineDiphenylphosphineAnnulationFunctional groupPhosphateSurface modificationMedicinal chemistryCombinatorial chemistryCopperOrganic chemistryBiochemistryMetallurgyPhysical chemistryMaterials sciencePolymerCatalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques