4847-94-3Relevant academic research and scientific papers
Stannous chloride dihydrate-mediated efficient access to secondary and primary amides from oximes
Ganguly, Nemai C.,Nayek, Subhasis,Chandra, Sumanta
, p. 1695 - 1702 (2014/01/17)
Highly selective, efficient and expeditious Beckmann rearrangement of a wide range of ketoximes to secondary amides (20 examples) has been accomplished using stoichiometric amount of stannous chloride dihydrate in the presence of nucleophilic additive, tetra-n-butylammonium iodide (TBAI) (10 moI%) and 4 ? MS in dry acetonitrile at reflux temperature. Aldoximes delivered primary amides through intermediacy of nitriles upon heating with an equimolar amount of SnCl2·2H2O and DBU in dry toluene at reflux in good to acceptable yields (12 examples). Utilization of mild Lewis acid, inexpensive rack reagents and procedural simplicity including easy isolation of products are key advantageous features of the protocol.
An efficient copper(II)-catalyzed direct access to primary amides from aldehydes under neat conditions
Ganguly, Nemai C.,Roy, Sushmita,Mondal, Pallab
scheme or table, p. 1413 - 1416 (2012/03/27)
A simple expeditious one-pot conversion of a wide assortment of aldehydes to corresponding primary amides in good to excellent yields has been accomplished employing hydroxylamine hydrochloride (1 mol equiv), sodium acetate (1.1 mol equiv), and copper sulfate pentahydrate (5 mol %) under neat conditions at 110 °C. The protocol based upon ligand-free copper (II)-catalysis avoids the use of relatively expensive late transition metal-based catalysts, and is performed under operationally simple conditions without any demanding procedure of isolation and purification of products.
