Regioselective cycloaddition of potassium alkynyltrifluoroborates with 3-azetidinones and 3-oxetanone by nickel-catalysed C-C bond activation

In the presence of a nickel catalyst, the intermolecular (4+2) cycloaddition of potassium alkynyltrifluoroborates with 3-azetidinones and 3-oxetanone leads to the formation of borylated dihydropyridinones and dihydropyranones without unwanted carbon-boron bond cleavage. The regioselectivity is influ...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2019-01, Vol.55 (4), p.497-500
Hauptverfasser: Elwrfalli, Fathi, Esvan, Yannick J, Robertson, Craig M, Aïssa, Christophe
Format: Artikel
Sprache:eng
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Zusammenfassung:In the presence of a nickel catalyst, the intermolecular (4+2) cycloaddition of potassium alkynyltrifluoroborates with 3-azetidinones and 3-oxetanone leads to the formation of borylated dihydropyridinones and dihydropyranones without unwanted carbon-boron bond cleavage. The regioselectivity is influenced only by the trifluoroborate group, and only one regioisomer is obtained, whether the other alkyne substituent is an alkyl, vinyl, or (hetero)aryl group.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc09241a