Cobalt–Tertiary Amine Mediated Peroxy-trifluoromethylation and -halodifluoromethylation of Alkenes with CF2XBr (X = F, Cl, Br) and tert-Butyl Hydroperoxide

Abstract An efficient cobalt-tertiary amine mediated peroxy-trifluoromethylation and -halodifluoromethylation of alkenes with simple and inexpensive CF 2 XBr (X = F, Cl, Br) has been described. This method demonstrated broad substrate scope and good to high yields with the tolerance of mono-, di-, a...

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Veröffentlicht in:Synthesis (Stuttgart) 2022-05, Vol.54 (9), p.2193-2204
Hauptverfasser: Pang, Liangzhi, Sun, Qilin, Huang, Zhan, Li, Suhua, Li, Qiankun
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract An efficient cobalt-tertiary amine mediated peroxy-trifluoromethylation and -halodifluoromethylation of alkenes with simple and inexpensive CF 2 XBr (X = F, Cl, Br) has been described. This method demonstrated broad substrate scope and good to high yields with the tolerance of mono-, di-, and trisubstituted alkenes with both electron-donating and electron-withdrawing groups. The protocol provides an efficient access to various β-peroxyl trifluoromethyl/halodifluoromethyl derivatives. Further transformation of these type of compounds into other useful molecules, such as a ketene aminal, an α-trifluoromethyl ketone, and a gem -difluoroalkene, demonstrated the utility of this methodology.
ISSN:0039-7881
1437-210X
DOI:10.1055/a-1702-4445