Palladium-catalyzed one-pot phosphorylation of phenols mediated by sulfuryl fluoride
Yiyuan Zhang, Wanting Chen, Tingting Tan, Yuang Gu, Shuning Zhang, Jie Li, Yan Wang, Wei Hou, Guang Yang, Peixiang Ma, Hongtao Xu
Abstract
We report a general palladium-catalyzed one-pot procedure for the synthesis of phosphonates, phosphinates and phosphine oxides from phenols mediated by sulfuryl fluoride. It features mild conditions, broad substrate scope, high functionality tolerance and water insensitivity. The utility of this procedure has been well demonstrated by gram-scale synthesis, sequential synthesis of click chemistry building blocks, late-stage decoration of drugs and natural products and on-DNA synthesis of phosphine oxide for a DNA-encoded library (DEL).
Topics & Concepts
PalladiumCatalysisChemistryPhosphineArylPhenolsFluorideOrganic chemistryCombinatorial chemistryInorganic chemistryAlkylOrganophosphorus compounds synthesisSulfur-Based Synthesis TechniquesFluorine in Organic Chemistry