Facile Synthesis of 4-Perfluoroalkylated 2H-Pyran-2-ones Bearing Indole Skeleton via a Base-Promoted Cascade Process

Abstract

AbstractA protocol for the synthesis of 4-perfluoroalkylated 2H-pyran-2-ones bearing indole skeleton is reported. This efficient synthesis involves a Et3N-promoted Michael addition/enolization/cyclization cascade process at 40 °C in air, using 3-(1-methyl-1H-indol-3-yl)-3-oxopropanenitriles and methyl perfluoroalk-2-ynoates as the easily available starting materials. Various functionalized 6-(1-methyl-1H-indol-3-yl)-2-oxo-4-(perfluoroalkyl)-2H-pyran-5-carbonitrile derivatives were obtained in 44–99% yield.