RESUMO
A palladium-catalyzed carbohalogenation of olefins with alkynyl oxime ethers has been described, which provides efficient and practical access to various chlorine-containing isoxazoles. This method exhibits excellent regioselectivity, good functional group compatibility, and mild reaction conditions. The mechanistic studies suggest that the reaction proceeds via a stabilized π-benzyl palladium intermediate, which is essential for the formation of C(sp3)-Cl bonds.
RESUMO
A palladium-catalyzed cascade cyclization/alkenylation for the assembly of synthetically valuable isoxazolyl vinylsilane derivative has been accomplished. Easily accessible ynone oximes, and available vinylsilane agents were used as the reaction starting materials This protocol features broad substrate scope, good functional group tolerance, and good step- and atom-economy. Remarkably, this approach provides a new approach for the construction of structurally diverse isoxazolyl-containing vinylsilanes with high molecular complexity, showing a promising application in synthetic and pharmaceutical chemistry.
RESUMO
A novel and reliable palladium-catalyzed oxylallylation of alkynone oxime ethers with fluorine-containing alkenes was accomplished. Using the bulk industrial chemical 3-bromo-3,3-difluoroprop-1-ene as the coupling partner, this synthetic methodology offers the first example for the assembly of structurally diverse gem-difluorinated isoxazole derivatives in moderate to good yields with high atom- and step-economy and excellent functional group compatibility. More importantly, this strategy allows for the direct combination of the isoxazole motifs and gem-difluoroalkene unit, which is not easy to obtain through a general synthetic strategy.
