Synthesis of SCMNPs@imine/SO₃H magnetic nanocatalyst by chlorosulfonic acid as sulfonating agents and their application for the preparation of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one and 1,8-dioxooctahydroxanthene derivatives

Abstract

In this survey, new recoverable sulfonated magnetic nanocatalysts (SCMNPs@imine/SO 3 H) was synthesized by covalent attachment of a Schiff base ligand on the surface of SCMNPs@APTES/sucanh through reaction with 4-[(Pyridin-2-ylmethylene)-amino]-phenol and subsequent reaction with chlorosulfonic acid. The synthesized nanocatalyst was characterized by several techniques such as FTIR, TGA, VSM, XRD, UV-vis and EDX analysis. The nanocatalyst was evaluated in the preparation of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one and 1,8-dioxooctahydroxanthene derivatives with pharmacologically and biologically remarkable activity. 12-aryl-8,9,10,12-tetrahydrobenzo [a]xanthen-11-one and 1,8-dioxooctahydroxanthene derivatives were respectively prepared via onepot, three-component reactions of 2-naphthol, dimedone and aldehydes, as well as the reaction between dimedone and aldehydes in the presence of SCMNPs@imine/SO 3 H under solvent-free conditions. The merits of this synthesis are high-to-excellent yields, short reaction time, mild basic conditions and high catalytic activity. Also, the SCMNPs@imine/SO 3 H with suitable magnetic strength can be easily separated from the reaction solution using an external magnetic field.

Method screening for conjugation of the small molecules onto the vinyl-coated Fe3O4/silica nanoparticles: highlighting the efficiency of ultrasonication

“…On the other hand, they are conductible through their magnetic feature by applying an external magnetic field. Functionalized magnetic iron oxide NPs could also be used as easily separable and in many cases recyclable nano-organocatalyst in chemical reactions [37]. Therefore, construction of the magnetic core/shell NPs by execution of the most safe and efficient synthetic route would find more importance.…”

“…Moreover, in medical sciences, they could be used for tracing and diagnosis via fluorescence detection in in vivo experiments [16]. Also, several catalytic systems have been designed and used for facilitating the chemical reactions via this method [17]. That is why, magnetic nanoparticles are considered as a useful and substantial tool for targeted drug delivery, therapeutic assisting and medicine detecting in the body's internal environment [18][19][20][21][22].…”