Lewis Acid Enables Ketone Phosphorylation to Form a C–P Bond and a C–C Bond: Synthesis of 9-Phosphoryl Fluorene Derivatives
Xiaohong Wei, Chun‐Yuan Bai, Ai‐Jun Wang, Qiaoliang Feng, Lian‐Biao Zhao, Ping Zhang, Zhenhua Li, Qiong Su, Yanbin Wang
Abstract
An efficient method for the Lewis acid promotion of the synthesis 9-phosphoryl fluorenes has been reported. This method focuses on ketone phosphonylation to form a C-P bond and a C-C bond between diphenylmethanone and H-phosphinate esters, H-phosphites, and H-phosphine oxides via phospha-aldol elimination, in which a series of 9-phosphoryl fluorene derivatives were selectively obtained in moderate to excellent yields.
Topics & Concepts
ChemistryPhosphinateFluoreneKetoneLewis acids and basesPhosphineAldol reactionMedicinal chemistryStereochemistryOrganic chemistryCatalysisFire retardantPolymerCatalytic C–H Functionalization MethodsN-Heterocyclic Carbenes in Organic and Inorganic ChemistryFluorine in Organic Chemistry