2,4,5- triarylimidazole inhibitors of IL-1 biosynthesis

A convenient synthesis of 2,4,5-triarylimidazoles catalyzed by Y(TFA)3

“…Firstly, the reaction of benzaldehyde, benzil, and ammonium acetate was chosen as the model reaction to detect the catalytic activity of Y(TFA) 3 and to investigate the optimized conditions. The reaction was carried out at different reaction temperatures (r.t., 70Á1008C) and different reaction times (2Á4 h).…”

“…The recyclability of Y(TFA) 3 was also investigated (Table 1, 4a). Of particular note was the fact that the Y(TFA) 3 was very easy recovered quantitatively from the aqueous layers of the reaction mixture.…”

“…Later, the procedure of three components condensation of benzil, benzaldehyde derivatives, and ammonium acetate was frequently employed. In this procedure, [HeMIM]BF 4 (6), Eu(OTf) 3 (7), Keggintype heteropolyacid (8), HClO 4 ÁSiO 2 (9), iodine (10), zeolite HY and silica gel (11), silica sulfuric acid (12), NiCl 2 ×6H 2 O (13), and Yb(OTf) 3 (14) were used as catalysts to synthesize triarylimidazoles. Moreover, the synthesis of these triarylimidazoles has been usually carried out in the presence of microwave irradiation (15Á18).…”

“…Trifluoroacetates such as Cu(TFA) 2 , Ag(TFA), Ni(TFA) 2 (19), Fe(TFA) 3 (20), and Bi(TFA) 3 (21) were utilized as powerful catalysts to synthesize multifarious compounds. Our research group has successfully synthesized 3,4-dihydropyrimidin-2(1H)-ones and a,a?-bis(substituted benzylidene)cycloalkanones catalyzed by Cu(TFA) 2 in high yields and short reaction times under solvent-free conditions (22,23).…”

“…In this report, Yttrium(III) trifluoroacetate (Y(TFA) 3 ) was employed as Lewis acid catalysts for the synthesis of 2,4,5-triarylimidazoles via solventfree conditions (Scheme 1).…”