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

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 substit...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2021-04, Vol.57 (32), p.3877-388
Hauptverfasser: Yamamoto, Yoshihiko, Takase, Tomoya, Kuroyanagi, Eisuke, Yasui, Takeshi
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Zusammenfassung: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. The Fe(OTf) 3 -catalyzed Friedel-Crafts reaction of 2,2-difluoro-1-arylethyl phosphates with electron-rich (hetero)arenes afforded difluoromethylated diarylmethanes.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc00765c