Visible-Light-Induced α-C(sp<sup>3</sup>)–H Phosphinylation of Unactivated Ethers under Photocatalyst- and Additive-Free Conditions
Bo Liu, Jianji Li, Y. Hu, Qian Chen, Yan Liu, Shaomin Ji, Keiji Maruoka, Yanping Huo, Hao‐Li Zhang
Abstract
)-H phosphinylation of unactivated ethers involving a C-O bond cleavage with molecular oxygen as the sole oxidant at room temperature has been achieved. This method provides a sustainable access to α-hydroxyphosphine oxides in up to 88% yield with good functional group compatibility under mild and neutral conditions (34 examples). Moreover, the subsequent two-step conversion of the resulting dihydroxy diarylphosphine oxides afforded α-phosphinylated cyclic ethers in good overall yields (10 examples).
Topics & Concepts
ChemistryPhotocatalysisPhotochemistryVisible spectrumOrganic chemistryCatalysisOptoelectronicsPhysicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods