Jump to Main Content
Regioselective cycloaddition of potassium alkynyltrifluoroborates with 3-azetidinones and 3-oxetanone by nickel-catalysed C–C bond activation
- ElwrfalliThese authors contributed equally to this work., Fathi, Esvan, Yannick J., Robertson, Craig M., Aïssa, Christophe
- Chemical communications 2019 v.55 no.4 pp. 497-500
- alkynes, catalysts, chemical bonding, cleavage (chemistry), cycloaddition reactions, moieties, nickel, positional isomers, potassium, regioselectivity
- 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.