Organic Communications

In this review, we demonstrated the synthesis of isatin derivative 3 according to the Mannich reaction.  Moreover, the synthesis of substituted enamines 6a-b using urea catalysts were studied. Additionally, the synthesis of azepanes, piperidines, pyrrolidines, pyrazole, pyridine and pyrimidine derivatives were reported. Furthermore, the synthesis of triazolium salts (34), enamines derivatives 39 and 40, tetrapyrazinoporphyrazine magnesium complex (43), ligands 49 and 50, optically active α-amino acids 62a, lactam derivative 67, and its isomer α-camphidone (68), camphor dimethyl DL‑tartrate (Ct diester) (70), and thiazole derivatives from camphor monoterpenes were realized. The biological activities of many compounds were studied toward human cancer cell lines, influenza virus, Streptococcus pneumoniae, Klebsiella pneumoniae, Staphylococcus aureus, Pseudomonas aeruginosa, Methicillin-Resistant Staphylococcus aureus (MRSA), Escherichia coli, Bacillus cereus, Bacillus subtilis and vaccinia virus, showing interesting results.

By condensation from substituted carbonyl compounds and anthranilamide under toluene reflux conditions, a wide range of 2,3-dihydroquinazolin-4(1H)-ones were produced in fair to good yields with the use of a Lewis acid catalyst Zn(OAc)2•2H2O (10 mol%), which is inexpensive, accessible, and environmentally friendly. All the synthesized compounds were properly described using melting point, IR, NMR, and mass spectral studies, and the findings were compared with information from the earlier literature. The new method has a number of advantages over the traditional methods for the synthesis of divergent 2,3-dihydroquinazolin-4(1H)-ones, including a higher product conversion, a wide substrate range, and the absence of undesirable side products. Aliphatic, heteroaromatic and aromatic carbonyl compounds were well tolerated under the optimized reaction conditions.

A series of novel hybrid compounds was synthesized where 2′-hydroxyacetophenone and N-alkylated thiotetrazole were coupled via methylene spacers of different lengths. The structures of the compounds were characterized by spectroscopic techniques, including the 1H- and 13C-NMR, FT-IR, and HRMS methods. The antimicrobial activities of the title compounds were evaluated against clinical isolates of Gram-positive and negative bacterial and fungal species. All compounds showed a broad spectrum of antimicrobial activity and inhibited all bacteria and fungi that tested with MIC values ranging from 4 to 128 µg/ml. 4a and 5d were the most active antibacterial members.