Aryne-Induced S<sub>N</sub>Ar/Dearylation Strategy for the Synthesis of Fluorinated Dibenzophospholes from Triarylphosphines via a P(V) Intermediate
Hayato Fujimoto, Momoka Kusano, Takuya Kodama, Mamoru Tobisu
Abstract
We report on a method for the synthesis of fluorinated dibenzophospholes using triarylphosphine via dearylative annulation with an aryne. This intermolecular annulation allows the preparation of a variety of fluorinated dibenzophospholes from simple building blocks. The key to the success of this dearylative annulation is the formation of a five-coordinated tetraarylfluorophosphorane. In this work, we successfully synthesized stable tetraarylfluorophosphorane, the structure of which was unambiguously determined by X-ray crystallography.
Topics & Concepts
AnnulationAryneChemistryIntermolecular forceStereochemistryCombinatorial chemistryMoleculeMedicinal chemistryOrganic chemistryCatalysisSynthesis and characterization of novel inorganic/organometallic compoundsFluorine in Organic ChemistryCyclization and Aryne Chemistry