Cascade C–C bond cleavage/reformation and cycloaddition for the synthesis of 4-acyl 1,2,3-triazoles from β-alkyl nitroalkenes and organic azides

Abstract

A copper(II)-catalyzed cascade synthesis of 4-acyl 1,2,3-triazoles has been achieved from β-alkyl nitroalkenes and organic azides. This one-pot tandem strategy involves a Lewis base-promoted isomerization and subsequent copper-catalyzed selective aerobic oxidative C–C bond cleavage of β-alkyl nitroalkenes followed by condensation with DMSO and cycloaddition with organic azides to deliver the target molecules. The protocol features a broad substrate scope and excellent functional group tolerance.