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

Chemical Communications Pub Date: 2021-03-17 DOI: 10.1039/D1CC00765C

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
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