Mo (CO)₆‐assisted Pd‐supported magnetic graphene oxide‐catalyzed carbonylation‐cyclization as an efficient way for the synthesis of 4(3H)‐quinazolinones

Abstract

In this paper, a novel catalyst is introduced based on the immobilization of palladium on modified magnetic graphene oxide nanoparticles. The catalyst is characterized by several methods, including transmission electron microscopy, scanning electron microscopy, X‐ray fluorescence, vibrating‐sample magnetometer, Fourier transform‐infrared and dynamic light scattering (DLS) analysis. The activity of the catalyst was investigated in the synthesis of 4(3H)‐quinazolinones via Pd‐catalyzed carbonylation‐cyclization of N‐(2‐bromoaryl) benzimidamides by Mo (CO)6. The Mo (CO)6 is used as a carbon monoxide source for performing the reaction under mild conditions. The catalyst showed good reusability, and no change in activity was observed after 10 cycles of recovery.

Recent advancements in organic synthesis catalyzed by graphene oxide metal composites as heterogeneous nanocatalysts

“…Bahadorikhalili et al [ 108 ] synthesized 4(3 H )‐quinazolinone derivatives via carbonylation‐cyclization of N ‐(2‐bromoaryl) benzimidamides, Mo(CO) 6 and various bases in the presence of immobilized palladium on modified magnetic GO (Pd@MGO) as a novel catalyst under reflux conditions (Scheme 11). To optimize the reaction conditions, several solvents have been examined, for example, dioxane, DMF, and CH 3 CN.…”

Copper Catalyst-Supported Modified Magnetic Chitosan for the Synthesis of Novel 2-Arylthio-2,3-dihydroquinazolin-4(1H)-one Derivatives via Chan–Lam Coupling

“…Another interesting method for the synthesis of this valuable class of heterocycles is the reaction of isatoic anhydride with an amine, followed by a cyclization reaction [12][13][14][15]. We have developed several methods for the synthesis of quinazolinone, including copper-catalyzed [16][17][18] and palladium-catalyzed [19,20] reactions with aldehydes. Additionally, we have developed other methods based on the reactions of phenylisothiocyanate [21], chloroform, and sulfur [22], or amine and aldehyde [23] with isatoic anhydride and amine derivatives.…”

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

“…[34][35][36][37][38][39]52] Among various nanoparticles, which are used as support for the immobilization of the catalysts, magnetic nanoparticles are of high interest, due to their unique properties. [40][41][42][43][44][45] Superparamagnetic iron oxide nanoparticles (SPION) are significant support, due to their chemical and thermal stability and ease of functionalization. [46][47][48][49] Recently, we have demonstrated a Cu-catalyzed synthesis of the triazolobenzodiazepine analogs P 1 via the reaction of the intermediate I 1 with sodium azide in DMSO.…”

“…In addition, is has been observed that immobilization of the catalysts onto nanoparticles could facilitate the reusability of the catalysts and at the same time increase the activity and the efficiency of the catalysts [34–39,52] . Among various nanoparticles, which are used as support for the immobilization of the catalysts, magnetic nanoparticles are of high interest, due to their unique properties [40–45] . Superparamagnetic iron oxide nanoparticles (SPION) are significant support, due to their chemical and thermal stability and ease of functionalization [46–49] …”