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 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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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. |
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ISSN: | 0039-7881 1437-210X |
DOI: | 10.1055/a-1702-4445 |