Visible-light photoredox intramolecular difluoroacetamidation: facile synthesis of 3,3-difluoro-2-oxindoles from bromodifluoroacetamides

Organic & Biomolecular Chemistry
Xiao-Jing WeiQiang Liu

Abstract

We report an operationally simple, visible-light-driven protocol for intramolecular C-H difluoroacetamidation of arenes for the synthesis of biologically relevant 3,3-difluoro-2-oxindoles at room temperature. Using fac-Ir(ppy)3 as a photocatalyst and a 3 W blue LED as a light source, an array of difluoroxindoles was prepared from rapidly available tertiary aryl bromodifluoroacetamides in moderate to excellent yields.

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Citations

Mar 16, 2017·The Journal of Organic Chemistry·Ling-Chao YuXingang Zhang
Feb 7, 2020·ChemistryOpen·Anna FantinatiClaudio Trapella
Jun 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Satenik MkrtchyanViktor O Iaroshenko

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