105143-07-5Relevant academic research and scientific papers
From aldehydes to nitriles, a general and high yielding transformation using HOF·CH3CN complex
Carmeli, Mira,Shefer, Neta,Rozen, Shlomo
, p. 8969 - 8972 (2006)
N,N-Dimethylhydrazones of aldehydes undergo a rapid oxidative cleavage to form nitriles in very high yields on reaction with HOF·CH3CN under mild conditions. The reaction is chemoselective and proceeds rapidly without racemization. The nitriles were resistant to further oxidation, even when a large excess of the reagent was employed.
Copper-catalyzed trifluoromethylation of N,N-dialkylhydrazones
Pair, Etienne,Monteiro, Nuno,Bouyssi, Didier,Baudoin, Olivier
supporting information, p. 5346 - 5349 (2013/06/05)
Mild and practical: Trifluoromethylation of (hetero)aromatic aldehyde N,N-dialkylhydrazones was achieved at room temperature by using Togni's trifluoromethylation reagent under CuCl catalysis (see scheme). This simple reaction is believed to occur by a CF3-radical-transfer mechanism and yields useful trifluoromethylated building blocks. Copyright
Improved efficient conversion of aldehydes to nitriles via their N,N- dimethyl hydrazones
Kamal, Ahmed,Arifuddin,Venugopal Rao
, p. 4507 - 4512 (2007/10/03)
Aldehyde N,N-dimethylhydrazones undergoes facile oxidative cleavage to nitriles on reaction with DMS and K2CO3 in quantitative yields. Nitriles can also be easily obtained in high yields in a 'one-pot' process starting from the corresponding aldehydes.
Conversion of Aldehydes into Nitriles via Oxidation of Their Dimethylhydrazones
Said, Samy Bayomy,Skarzewski, Jacek,Mlochowski, Jacek
, p. 223 - 224 (2007/10/02)
The 3-chloroperoxybenzoic acid oxidation of dimethylhydrazones of aromatic aldehydes gives the corresponding nitriles in good yields.Two further examples of the same oxidative transformation of cinnamaldehyde and of hexanal are also given.Except for hexanal hydrazone, all other aldehyde hydrazones can also be efficiently converted into nitriles by treatment with methanolic 30percent hydrogen peroxide in the presence of catalytic amounts of selenium dioxide or, preferentially, 2-nitrobenzeneseleninic acid.
