Synthesis of Acyl Hydrazides from Carboxamides and Hydrazine Hydrate Under Metal-Free Conditions at Room Temperature

Synthesis of acyl hydrazides from amides has been achieved at room temperature through N-activation reactions. A wide spectrum of functionalized primary and secondary amides was initially converted into N-Boc, N-nitroso and N-tosyl amides and subjected to transamidation with hydrazine hydrate to obtain the desired acyl hydrazides in 76-94% yields. Broad substrate scope, shorter reaction time and mild reaction conditions are the merits of the developed methodology.

Automated summary

Acyl hydrazides can be synthesized from amides at room temperature through N-activation reactions. A wide range of functionalized primary and secondary amides were transformed into N-Boc, N-nitroso, and N-tosyl amides, which were then subjected to transamidation with hydrazine hydrate to yield the desired acyl hydrazides in yields of 76-94%. The developed methodology has the advantages of broad substrate scope, shorter reaction time, and mild reaction conditions.