Hydrazine

Efficient synthesis of nebularine and vidarabine via dehydrazination of (hetero)aromatics catalyzed by CuSO4in water

“…Hydrazine chemistry is an important area in organic synthesis, 1 and great endeavor has been devoted to the synthesis of substituted hydrazine compounds (R-NHNH 2 ) starting from amines (R-NH 2 ), haloalkanes (R-X) and others. 2a-l In comparison, dehydrazination reactions have been less studied.…”

Synthesis and characterization of hydrazine-appended BODIPY dyes and the related aminomethyl complexes

“…Hydrazine have been shown to act as reductants in several organic reactions. 1 To examine the ability of hydrazines and the respective aminomethyl complexes to act as a hydrogen source in reduction reactions, computational analysis of the ability of these complexes to lose H 2 was computed (Equation 3). As a benchmark, the loss of H 2 from hydrazine to generate diazene was computed to be endergonic by 20.8 kcal/mol, with the subsequent loss of H 2 to generate N 2 being exergonic by about 50 kcal/mol (Table 2).…”

“…Hydrazine has many applications, whether it be reductions, rearrangements, or the synthesis of heterocycles or peptides. 1 Although hydrazine has been widely employed in organic synthesis, its most important uses are as polymerization initiators, blowing agents for foamed plastics, the production of pesticides, and the generation of organic hydrazines. 2 About 80-90% of hydrazine production is converted into its organic derivatives.…”

Practical Procedures for the Preparation of N-tert-Butyldimethylsilylhydrazones and Their Use in Modified Wolff−Kishner Reductions and in the Synthesis of Vinyl Halides and gem-Dihalides

“…Hydrazine is widely used as a reagent in synthetic organic chemistry but is probably most frequently associated with the transformation of carbonyl-containing compounds to the corresponding hydrazones . These are intermediates in the Wolff−Kishner reduction as well as many other reactions of synthetic utility, such as the Barton vinyl iodide preparation .…”

“…These are intermediates in the Wolff−Kishner reduction as well as many other reactions of synthetic utility, such as the Barton vinyl iodide preparation . The synthesis of hydrazones from carbonyl-containing compounds is frequently problematic, however, and methods that involve hydrazones as intermediates often suffer as a consequence. ,2b,, …”