Litcius/Paper detail

DMSO-Promoted Difluoroalkylation of Organophosphonium Salts with Difluoroenol Silyl Ethers

Zi-Lun Yu, Jiawei Chen, Jia-Wei Chen, Yulan Chen, Ren‐Jun Zheng, Mengtao Ma, Jian-Ping Chen, Jian-Ping Chen, Zhi‐Liang Shen, Xue‐Qiang Chu

2022Organic Letters18 citationsDOI

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.

Topics & Concepts

ChemistrySilylationOrganic chemistryCombinatorial chemistryMedicinal chemistryCatalysisFluorine in Organic ChemistrySynthesis and Reactions of Organic CompoundsInorganic Fluorides and Related Compounds