Abstract
An efficient and convenient method for the synthesis of C3-hydroxytrifluoroalkylated indoles and pyrroles was described in this paper. The copper-catalyst-free site-specific cross-dehydrogenative coupling reaction of various indoles and pyrroles with hexafluoroisopropanol proceeded smoothly by using MnO2 as oxidant to furnish a hydroxytrifluoroalkylated electron-rich N-heterocycle in satisfactory to excellent yields. Various groups, including the synthetically useful functional groups Cl, NO2, and CN, were tolerated well. The mechanistic study revealed that a radical pathway accommodated the formation of a hexafluoroacetone intermediate.
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