Issue 32, 2021

Synthesis of difluoromethylated diarylmethanes via Fe(OTf)3-catalyzed Friedel–Crafts reaction of 2,2-difluoro-1-arylethyl phosphates

Abstract

The Fe(OTf)3-catalyzed Friedel–Crafts reaction of 2,2-difluoro-1-arylethyl phosphates with electron-rich (hetero)arenes afforded difluoromethylated diarylmethanes. Control experiments showed that Fe(OTf)3 behaves as the Lewis acid, and that the phosphate leaving group and o- or p-alkoxy substituents on the substrates are necessary for the Fe(OTf)3-catalyzed reaction to proceed under mild conditions.

Graphical abstract: Synthesis of difluoromethylated diarylmethanes via Fe(OTf)3-catalyzed Friedel–Crafts reaction of 2,2-difluoro-1-arylethyl phosphates

Supplementary files

Article information

Article type
Communication
Submitted
09 Feb 2021
Accepted
17 Mar 2021
First published
17 Mar 2021

Chem. Commun., 2021,57, 3877-3880

Synthesis of difluoromethylated diarylmethanes via Fe(OTf)3-catalyzed Friedel–Crafts reaction of 2,2-difluoro-1-arylethyl phosphates

Y. Yamamoto, T. Takase, E. Kuroyanagi and T. Yasui, Chem. Commun., 2021, 57, 3877 DOI: 10.1039/D1CC00765C

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