The tandem synthesis of benzimidazole and other azoles can be achived by the N-formylation of ortho-substituted anilines followed by a cyclization reaction. However, CO2-based N-formylations with hydrosilane reducing agents are base catalyzed whereas the cyclization reaction is acid catalyzed. The mismatch in catalytic conditions means that only one of the steps can be catalyzed in a single pot reaction. While the N-formylation reaction is frequently the target of catalyst development, the cyclization reaction requires comparably much harsher reaction conditions. Identification of these difficulties lead us to the development of a one-pot, two-step synthesis of benzimidazole under mild reaction conditions employing acid catalysts.
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http://dx.doi.org/10.1039/c9cc06156h | DOI Listing |
Dalton Trans
January 2025
Beijing Key Laboratory of Energy Conversion and Storage Materials, College of Chemistry, Beijing Normal University, Beijing 100875, P. R. China.
Nowadays, benzimidazole and its derivatives are widely assembled into multifunctional materials with various properties such as mechanochromism, photochromism, thermochromism and electrochromism. Herein, two novel zinc(II) coordination compounds, [Zn(L)Br]·2HO (1) and [Zn(L)Cl]·2HO (2) (L = tetra(1-benzo[]imidazol-2-yl)ethene), have been constructed one-pot facile synthesis from bis(1-benzo[]imidazol-2-yl)methane (L) and zinc(II) salts. The ligand L with a CC double bond was formed by C-C coupling of two sp-C atoms of L in solvothermal synthesis, which provides a new strategy to generate the conjugation system conveniently.
View Article and Find Full Text PDFDalton Trans
January 2025
Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, India.
The oxomolybdenum complexes Mo1, Mo2 and Mo3, which share a common ONO donor ligand backbone but differ in their peripheral substituents, were explored to study their reactivity in organic transformations in water. The ligand backbones of Mo1 and Mo2 were covalently linked to a methyl group and a single hydrophobic -hexadecyl chain an ether linkage, respectively. The complex Mo3 was found to possess two -hexadecyl chains attached to the ligand backbone a common amine-N.
View Article and Find Full Text PDFACS Appl Mater Interfaces
January 2025
State Key Laboratory of Molecular Engineering of Polymers, Fudan University, Shanghai 200433, China.
Frustrated Lewis pair chemistry (FLP) occupy a crucial position in nonmetal-mediated catalysis, especially toward activation of inert gas molecules. Yet, one formidable issue of homogeneous FLP catalysts is their instability on preservation and recycling. Here we contribute a general solution that marries the polyhedral oligomeric silsesquioxane (POSS) with a structurally specific frustrated Lewis acid to fabricate porous polymer networks, which can form water-insensitive heterogeneous FLP catalysts upon employing Lewis base substrates.
View Article and Find Full Text PDFInt J Biol Macromol
January 2025
State Key Laboratory of Green Pesticides, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, China. Electronic address:
As the vital the biomacromolecule in eukaryotic cells, tubulin protein is essential for preserving cell shape, facilitating cell division, and cell viability. Tubulin has been approved as promising target for anticancer, and antifungal therapy. However, there are still many gaps in tubulin-targeted fungicidal discovery.
View Article and Find Full Text PDFCells
January 2025
Infectious Diseases & Immunology Division, Council of Scientific and Industrial Research-Indian Institute of Chemical Biology, Jadavpur, Kolkata 700032, India.
Mebendazole (MBZ), a benzimidazole anthelmintic and cytoskeleton-disrupting compound, exhibits antitumor properties; however, its action on ovarian cancer (OC) is not clearly understood. This study evaluates the effect of MBZ on OC cell lines OVCAR3 and OAW42, focusing on cell proliferation, migration, invasion, and cancer stemness. The underlying mechanisms, including cytoskeletal disruption, epithelial-mesenchymal transition (EMT), and signaling pathways, were explored.
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