6812-16-4Relevant articles and documents
p-TsOH mediated solvent and metal catalyst free synthesis of nitriles from aldehydes via Schmidt reaction
Mitra, Bijeta,Pariyar, Gyan Chandra,Singha, Rabindranath,Ghosh, Pranab
supporting information, p. 2298 - 2301 (2017/05/19)
A new and efficient protocol for the conversion of aldehyde into nitriles by modified Schmidt reaction. The reaction is carried out under solvent free condition using sodium azide as a source of nitrogen and catalysed by p-toluene sulphonic acid in presence of silica surface with no side product. This transformation gives good to excellent yield for numerous aromatic, aliphatic and heterocyclic nitriles using very simple reagent. This method has avoided the use of transition metal catalyst, toxic cyanide, hazardous solvent and offers a greener, simple and environment friendly procedure.
Fe3O4-nanoparticles catalyzed an efficient synthesis of nitriles from aldehydes
Ghosh, Pranab,Saha, Bittu,Pariyar, Gyan Chandra,Tamang, Abiral,Subba, Raju
supporting information, p. 3618 - 3621 (2016/07/21)
Fe3O4-CTAB NPs have been applied as a competent catalyst for one-pot synthesis of nitriles directly from aldehydes. The present investigation describes the synthesis of nitriles by combination of aromatic/aliphatic/heterocyclic aldehydes and hydroxylamine hydrochloride in the presence of iron oxide nanocatalyst in DMF under reflux condition. Fe3O4-CTAB NPs were prepared by reported method and characterized by FE-SEM, TEM, and XRD analysis. The amount of Fe in Fe3O4-CTAB was quantified by Atomic Absorption Spectroscopy (AAS). The protocol endow with excellent yield of products along with simple reaction set up and economically adept alternative approach.
Chemoselective Schmidt reaction mediated by triflic acid: Selective synthesis of nitriles from aldehydes
Rokade, Balaji V.,Prabhu, Kandikere Ramaiah
experimental part, p. 5364 - 5370 (2012/09/07)
An excellent utility of Schmidt reaction of aldehydes to access corresponding nitriles in an instantaneous reaction is demonstrated. The reaction of aldehydes with NaN3 and TfOH furnishes the corresponding nitriles in near quantitative yields and tolerates a variety of electron-withdrawing and electron-donating substituents on the substrates. Formanilides, a common side product in Schmidt reaction, is not observed in this reaction. Besides these advantages, the salient feature of this reaction is that it exhibits a remarkable chemoselectivity, as acid and ketone functionalities are well tolerated under the reaction conditions. The reaction is easily scalable, high yielding, and nearly instantaneous.