A Convenient One-Step Method of Converting Electron-Rich Aromatic Aldehydes into Nitriles

Synthesis, characterization and optical properties of polyvinyl alcohol–cerium oxide nanocomposite films

“…The present method has advantages compared to those reported in the literature, [11][12][13][14][15] including the avoidance of using harmful organic solvents, the simplicity of the methodology, and short reaction times. The method is as efficient as our previous method.…”

Synthesis and Chemistry of Organic Geminal Di- and Triazides

“…Simple addition of catalytic amounts of sodium azide in combination with a crown ether was shown to further promote this reaction [50]. Another variant showed that, by using aluminium(III) chloride or titanium(IV) chloride as catalysts, aldehydes can directly be converted to geminal diazides 21 with sodium azide instead of trimethylsilyl azide [53,54].…”

“…Unfortunately, the available analytical data are not sufficient for an all-encompassing theory on the reaction mechanisms. However, a number of more recent publications also describe protocols for the synthesis of benzonitriles by use of reagents such as sodium azide or trimethylsilyl azide [36,53,54,85,86], and mostly benzylic diazides generated in situ are believed to be intermediates or competitive products.…”

Efficient and High-Yielding Protocol for the Synthesis of Nitriles from Aldehydes

“…[8] Usually synthesis of nitriles is accomplished by substitution reactions of alkyl and aryl halides with metal cyanides, [9] oxidation of primary amines, [10] dehydration of primary and secondary amides, [11] or dehydration of aldoximes with dehydrating agents. [12] Other reported methods for the synthesis of nitriles include a one-pot reaction of aldehydes and hydroxylammonium chloride using reagents such as I 2 =NH 3 =tetrahydrofuran (THF), [13] NaN 3 =AlCl 3 , [14] and dimethylsulfoxide (DMSO)-I 2 . [15] However, the reagents or catalysts involved in these reactions are expensive, harmful, and difficult to handle, especially on a large scale.…”