Abstract A CuI‐catalyzed reductive coupling of ketone‐derived N ‐tosylhydrazones with amides is presented. Under the optimized conditions, an array of N ‐tosylhydrazones derived from aryl–alkyl and diaryl ketones could couple effectively with a wide variety of (hetero)aryl as well as aliphatic amides to afford the N ‐alkylated amides in high yields. The method represents the very few examples for reliably accessing secondary and tertiary amides through a reductive N ‐alkylation protocol.