Heterogeneous Route for the One-Pot Synthesis of N-Arylamides from Aldoximes and Aryl Halides Using the CuO/Carbon Material

Abstract

Metal oxide nanoparticles (NPs) stabilized by porous carbon materials (PCMs) are very promising for catalysis. In this work, monodispersed small and stable copper oxide (CuO) NPs were prepared with an average size of 10–20 nm without using any capping agent and then these NPs were encapsulated into porous carbon. The chemical and structural properties of the CuO/PCM material were characterized by powder X-ray diffraction, electron microscopy, Raman spectroscopy, scanning electron microscopy, transmission electron microscopy, and nitrogen sorption. The obtained CuO/PCM nanocatalytic system has been used for the synthesis of N-arylamides from the reaction of aldoximes and aryl halides. Generally, copper(II) salt was used for the preparation of amides from aldoximes using some ligands and bases, but harsh reaction condition, stoichiometric amount of metal, and lack of recyclability limit their applications in industry. An alternative method is the use of heterogeneous catalysts. More importantly, these heterogeneous catalysts could be easily recycled and reused, showing potential application in organic synthesis.

Sustainable Generation of Ni(OH)2 Nanoparticles for the Green Synthesis of 5-Substituted 1H-Tetrazoles: A Competent Turn on Fluorescence Sensing of H2O2

“…42,43 Incidentally, several reports are available in the literature regarding the synthesis of tetrazole compounds catalyzed by diverse type of nickel-based NPs. 44−48 Moreover, aldoxime derivatives have captured the attention of synthetic organic chemists during the past few years 49−51 because of their good reactivity and less toxic nature and the fact that they can be prepared very easily. Very recently, Patil, 52 Babu, 53 and Matsugi 54 have reported, respectively, the homogeneous Cu(OAc) 2 , InCl 3 , and DPPA catalyzed synthesis of 5-substituted 1 H -tetrazoles from aldoxime and sodium azide.…”

“…In this context, nickel as a transition metal catalyst, creates a promising center of attraction toward the researchers. Nanoparticles (NPs), having unusually huge surface area and large number of active sites, can efficiently catalyze several organic reactions providing the advantages of high atom economy, mild reaction conditions, simplified isolation of product, easy recovery, and recyclability of the catalysts. − Considering the ongoing attempts and increasing awareness to develop simple, environment-friendly, economic, and profitable synthetic methods, nickel-based NPs can serve as a powerful alternative. , Incidentally, several reports are available in the literature regarding the synthesis of tetrazole compounds catalyzed by diverse type of nickel-based NPs. − Moreover, aldoxime derivatives have captured the attention of synthetic organic chemists during the past few years − because of their good reactivity and less toxic nature and the fact that they can be prepared very easily. Very recently, Patil, Babu, and Matsugi have reported, respectively, the homogeneous Cu­(OAc) 2 , InCl 3 , and DPPA catalyzed synthesis of 5-substituted 1 H -tetrazoles from aldoxime and sodium azide.…”