Copper Supported onto Magnetic Nanoparticles as an Efficient Catalyst for the Synthesis of Triazolobenzodiazepino[7,1‐b]quinazolin‐11(9H)‐ones via Click N‐Arylation Reactions

Abstract

A novel catalyst is designed and synthesized based on immobilization of copper onto modified magnetic nanoparticles. The catalyst was characterized by several characterization techniques. The catalyst was applied for the synthesis of a novel series of heterocyclic scaffold containing a 1,4‐benzodiazepine fused with a 1,2,3‐triazole ring and a quinazolin‐11(9H)‐one skeleton. The method is based on the direct synthesis of quinazolin‐11(9H)‐one ring by the reaction of isatoic anhydride (or anthranilic acid) and propargylamine, and an aldehyde, containing a leaving group on its aromatic ring. The reaction contains an in situ sequential click reaction of azide group with terminal alkyne and subsequent N‐arylation reaction to afford the final products. The method benefits various advantages, such as regioselectivity and high yield of the products. The reusability of the catalyst was evaluated and the results showed that the catalyst is highly reusable in 10 sequential reactions.

Multistep Synthesis of 3-Alkyl-2-(-1H-1,2,3-triazolyl)methyl)thio)-2,3-dihydroquinazolin- 4(1H)-one Derivative by Novel Cu@Py-Oxa@SPION Catalyst

“…Therefore, these nanomaterials are of high interest to be used as support for catalysts [5][6][7][8] . Copper is a transition metal that is used as a catalyst for several chemical transformations [9][10][11] . This metal has been used as a catalyst in several reactions, including oxidation 12,13 , reduction 14 , carbon-carbon coupling 15,16 , and alkyne-azide cycloaddition click reaction [17][18][19][20] .…”