ABSTRACT
In this study, activated carbon (AC) was prepared from pistachio nut shell precursor as agricultural by-product. The prepared AC was used to synthesize an efficient nanocomposite via loading of the copper metal and magnetic nanoparticles (Cu-MAC@C4H8SO3H NCs) onto its structure. The structure of the nanocatalyst was characterized by different methods such as FT-IR, TEM, EDS, XRD, VSM, and TGA analysis. The catalytic activity of the prepared composite was tested in a special C-S coupling, namely with the reaction of 2-mercapto-3-phenylquinazolin-4(3H)-one with iodobenzene or bromobenzene. The products of the aryl thioquinazoline derivatives were obtained in good yields and in short reaction times and the products were characterized with 1H, 13C NMR and CHNS analysis. On the other hand, with easy and high recovery of Cu-MAC@C4H8SO3H NCs through magnetic separation, a simple and green method to enhance the efficiency of the nanocatalyst has been provided. The nanocatalyst was reused in the next reaction in up to five cycles without obvious activity decrease.
ABSTRACT
The area of covalent inhibitors is gaining momentum due to recently introduced clinical drugs, but libraries of these compounds are scarce. Multicomponent reaction (MCR) chemistry is well known for its easy access to a very large and diverse chemical space. Here, we show that MCRs are highly suitable to generate libraries of electrophiles based on different scaffolds and three-dimensional shapes and highly compatible with multiple functional groups. According to the building block principle of MCR, acrylamide, acrylic acid ester, sulfurylfluoride, chloroacetic acid amide, nitrile, and α,ß-unsaturated sulfonamide warheads can be easily incorporated into many different scaffolds. We show examples of each electrophile on 10 different scaffolds on a preparative scale as well as in a high-throughput synthesis mode on a nanoscale to produce libraries of potential covalent binders in a resource- and time-saving manner. Our operational procedure is simple, mild, and step economical to facilitate future covalent library synthesis.
ABSTRACT
3D structural information was obtained from mono-, di- and trisaccharide formamide and isocyanide derivatives by analysis of their X-ray crystal structure and NMR spectroscopy. The isocyanide anomeric effect was observed. Data mining of the Cambridge Structural Database (CSD) was performed and statistically confirmed our findings. Application of the glycoside isocyanides in the synthesis of novel glycoconjugates as drug-like scaffolds by MCR chemistry underscores the usefulness of the novel building blocks.
