Bismuth(III)--SiO$_{2}$ catalyzed synthesis of polysubstituted imidazoles with the participation of azaaryl derivatives of aniline in four-component reactions

Abstract

A series of novel polyaromatic derivatives of imidazole were synthesized by Bi(III) nitrate-SiO 2 catalyzed four-component reactions of benzil, ammonium acetate, aromatic aldehydes, and N -heterocyclic derivatives of aniline under solvent-free conditions.

Catalytic Synthesis of 1,2,4,5‐Tetrasubstituted 1H‐Imidazole Derivatives: State of the Art

“…In recent years, the use of silica-supported catalysts has received considerable attention and it has been shown that the synthesis of 1,2,4,5tetrasubstituted-1H-imidazoles from benzil (5), aldehydes, primary amines and AcONH4 can be catalyzed by perchloric acid adsorbed on silica gel, [52] silica-supported BF3, [53] silica-supported polyphosphoric acid, [54.55] 12-phosphotungstic acid (PWA)-supported on silica gel, [56] P2O5 supported on silica gel, [57] nano-TiCl4-SiO2, [58] silica supported SnO2, [59] HBF4×SiO2, [60] carboxylic acid functionalized porous silica nanoparticles, [61] silica coated magnetic NiFe2O4 nanoparticle supported phosphomolybdic acid, [62] silica supported Preyssler nanoparticles heteropolyacid, [63] SbCl3 adsorbed on silica gel, [64] concentrated HNO3 supported on nanosilica, [65] Bi(NO3)3×SiO2, [66] NaHSO4 supported on silica gel, [67] SbCl3 immobilized on silica gel (SiO2-OSbCl2), [68a] and K5CoW12O40 . 4H2O.…”

Synthesis and optical properties of novel 1,2,3-triazole derivatives possessing highly substituted imidazoles

“…[18][19][20][21] Meanwhile, there are many reports on the synthesis of hybrid molecules containing a 1,2,3-triazole moiety with other heterocyclic compounds. 22,23 1,2,4,5-Tetraarylimidazole derivatives, which can be prepared by four-component condensation of aromatic aldehydes, benzil, primary amines and ammonium acetate, 24,25 have been recently reported by our group 26,27 to act as light-emitting backbones. According to our interest in the synthesis of new heterocyclic and polyaromatic systems containing a 1,2,3-triazole ring, 28 herein we report Cu(I)-catalyzed cycloadditions between azidomethyl derivatives of 1,2,4,5-tetraarylimidazoles and terminal alkynes to afford new 1,2,3-triazole structures possessing polyaryl imidazole scaffolds.…”