A novel catalyst zinc(II) perfluorooctanoate [Zn(PFO)2]-catalyzed three-component one-pot reaction: Synthesis of quinazolinone derivatives in aqueous micellar media

Efficient synthesis of mono- and disubstituted 2,3-dihydroquinazolin-4(1H)-ones using copper benzenesulfonate as a reusable catalyst in aqueous solution

“…Next, we examined the effect of different solvents on this conversion (entries [13][14][15][16][17][18]. Considering water and ethanol are green solvents, we tried to carry out the reaction in pure H 2 O, ethanol, and in a mixed solvent system (EtOH/H 2 O).…”

“…Therefore, MCRs have provided a very efficient way to access heterocycles in the past decade. So far only a few acid catalysts, e.g., p-toluenesulfonic acid [16], silica sulfuric acid [17], zinc(II) perfluorooctanoate [18], gallium(III) triflate [19], ionic liquid [20,21], Al(H 2 PO 4 ) 3 [22], I 2 [23], montmorillonite K-10 [24], Amberlyst-15 [25], Al/Al 2 O 3 and Fe 3 O 4 nanoparticles [26,27], p-toluenesulfonic acid-paraformaldehyde copolymer [28], MCM-41-SO 3 H [29], and silica-bonded N-propylsulfamic acid [30], have been reported to accomplish this threecomponent reaction. However, some of these methods have certain drawbacks such as long reaction times, low yields, use of expensive and large amounts of catalyst, and high reaction temperatures.…”

An efficient synthesis of 3-benzylquinazolin-4(1H)-one derivatives under catalyst-free and solvent-free conditions

“…Several years ago, Shi reported one-pot synthesis of quinazolin derivatives using TiCl 4 -Zn as catalyst in anhydrous THF (10). Some other methods for the synthesis of quinazolin derivatives involved the condensation of 2-aminobenzamide with aldehydes or ketones in the presence of multiple catalysts such as CuCl 2 (11), NH 4 Cl (12), Sc(OTf) 3 (13), SmI 2 (14), Zn(PFO) 2 (15) and so on. Most of the reported methods often suffer from tedious procedures and low yields.…”

“…Even little amount of oxygen could stop the reaction from happening. When it comes to Zn(PFO) 2 (15), the reaction time was very long and the reaction should be performed in H 2 O/EtOH under refluxing. Furthermore, some catalysts are not easily available and they are very costly.…”

“…Therefore, simpler and high yield approach toward this valuable nucleus is much desirable. In addition, in reported papers, ammonia water (5, 16Á18), ammonium salt (5Á9, 19), and aromatic amine (6,15) were often used to synthesize quinazolin-4(1H)-one derivative, but benzylamine *Corresponding author. Email: lcrong2005@yahoo.com was seldom used in this synthesis.…”