1,6-Nucleophilic Di- and Trifluoromethylation of -Quinone Methides with MeSiCFH/MeSiCF Facilitated by CsF/18-Crown-6

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2024 Jun 27

PMID 38930971

Authors

Dingben Chen

Ling Huang

Mingyu Liang

Xiaojing Chen

Dongdong Cao

Pan Xiao

Chuanfa Ni

Jinbo Hu

Affiliations

Soon will be listed here.

Abstract

The direct 1,6-nucleophilic difluoromethylation, trifluoromethylation, and difluoroalkylation of -quinone methides (-QMs) with MeSiRf (Rf = CFH, CF, CFCF, CFCOOEt, and CFSPh) under mild conditions are described. Although MeSiCFH shows lower reactivity than MeSiCF, it can react with -QMs promoted by CsF/18-Crown-6 to give structurally diverse difluoromethyl products in good yields. The products can then be further converted into fluoroalkylated -quinone methides and -fluoroalkylated diarylmethanes.

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