Synthesis of benzyl sulfides<i>via</i>substitution reaction at the sulfur of phosphinic acid thioesters
Yoshitake Nishiyama, Takamitsu Hosoya, Suguru Yoshida
Abstract
An ambident electrophilicity of phosphinic acid thioesters is disclosed. Unexpected carbon-sulfur bond formation took place in the reaction between phosphinic acid thioesters and benzyl Grignard reagents. The developed method for benzyl sulfides has a wide substrate scope and was applicable for the synthesis of a drug analog.
Topics & Concepts
ChemistryElectrophileSulfurReagentSubstitution reactionElectrophilic aromatic substitutionOrganic chemistryMedicinal chemistryCombinatorial chemistryCatalysisSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsOrganophosphorus compounds synthesis