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Updated: Sep 4, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
DMSO-Promoted Difluoroalkylation of Organophosphonium Salts with Difluoroenol Silyl Ethers
Zi-Lun Yu1, Jia-Wei Chen1, Yu-Lan Chen1
1Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing, Jiangsu211816, China.
Abstract:
An efficient method for the synthesis of β,β-di(hetero)aryl-α,α-difluorinated ketones using readily available organophosphonium salts and difluoroenol silyl ethers has been developed. This mild reaction features a good functional group tolerance, a scaled-up synthesis, and synthetic simplicity. By taking advantage of DMSO as a less-toxic promoter and solvent for the difluoroalkylation and C-P bond functionalization, the use of transition-metal catalysts and sensitive additives could be avoided.
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