Emerging Trends in N-Tosylhydrazone Mediated Transition-Metal-Free Reactions

This review is based on the recent synthetic advancements of N-tosylhydrazone under metal-free conditions for the construction of nitrogen-containing heterocycles. N-Tosylhydrazones, an emerging building block in current organic chemistry offer moderate and flexible procedures through the carbene intermediates for the formation of C-C and carbon-heteroatom bonds. N-Tosylhydrazones are the derivatives of the aldehyde/keto group which act as carbene source, diazo precursors, and alternative of the respective carbonyl group. The key features of the N-tosylhydrazone chemistry involve selective, controllable, one-pot synthesis, good functional group tolerance, and metal-free reactions with a wide scope of substrates. The current study includes mechanistic features, synthetic applications, substrate scope, limitation, and some additional reactions like electrosynthesis, regioselective, chemoselective, annulation, 1,3-dipolar, and intermolecular cycloaddition.

Automated summary

This review focuses on the recent synthetic advancements of N-tosylhydrazone under metal-free conditions for the construction of nitrogen-containing heterocycles. It discusses the selective, controllable, one-pot synthesis and wide substrate scope of N-tosylhydrazones.