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

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
Schlagworte:
Alkynes
Aromatic compounds
Boron
Crystallography
Cycloaddition
Nickel
Potassium
Regioselectivity
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creator Elwrfalli, Fathi
Esvan, Yannick J
Robertson, Craig M
Aïssa, Christophe
description 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.
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source Royal Society Of Chemistry Journals; Alma/SFX Local Collection
subjects Alkynes
Aromatic compounds
Boron
Crystallography
Cycloaddition
Nickel
Potassium
Regioselectivity
title Regioselective cycloaddition of potassium alkynyltrifluoroborates with 3-azetidinones and 3-oxetanone by nickel-catalysed C-C bond activation
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