Bisindolylmethane (BIM) and its derivatives are widely used in the pharmaceutical industry due to their significant biological activities. However, most reported synthetic methods are focused on the synthesis of symmetric BIMs, while the synthesis of unsymmetrical BIMs remains a challenge. Herein, an unprecedented two-step one-pot method to afford unsymmetrically substituted 3,3'-BIM frameworks, using methylene chloride (DCM) as the C1-synthon is reported. In this protocol, the formation of two C-C bonds can be achieved a one-pot reaction. The utility of commercially available phenols and anilines was also demonstrated in the construction of unsymmetrical diarylmethanes. This protocol provides a straightforward approach to access diverse unsymmetrical diarylmethane derivatives under simple and mild conditions. The broad substrate compatibility and good functional group tolerance of the protocol support its practical application potential.
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http://dx.doi.org/10.1039/d4ob01158a | DOI Listing |
Dalton Trans
January 2025
Department of Chemistry, Babeş-Bolyai University, Str. Arany Janos Nr. 11, RO-400028 Cluj-Napoca, Romania.
The synthesis and characterization of novel platinum(II) and platinum(IV) complexes derived from unsymmetrical ethylene or propylenediamine derivatives are presented. IR spectroscopy and ESI mass spectrometry techniques were employed to characterize the complexes, revealing distinctive absorption bands and isotope patterns. Furthermore, the complexes were characterized by H and C NMR spectroscopy.
View Article and Find Full Text PDFMolecules
December 2024
Laboratorio de Química Inorgánica y Organometálica, Departamento de Química Analítica e Inorgánica, Facultad de Ciencias Químicas, Universidad de Concepción, Edmundo Larenas 129, Casilla 160-C, Concepción 4070386, Chile.
Organic compounds with 1,3-diketone or 3-amino enone functional groups are extremely important as they can be converted into a plethora of carbo- or heterocyclic derivatives or can be used as ligands in the formation of metal complexes. Here, we have achieved the preparation of a series of non-symmetrical β-ketoenamines (O,N,N proligand) of the type (4-MeOCH)C(=O)CH=C(R)NH(Q) obtained through the Schiff base condensation of 1,3-diketones (1-anisoylacetone, 1-anisyl-3-(4-cyanophenyl)-1,3-propanedione, and 1-anisyl-3-(4,4,4-trifluorotolyl)-1,3-propanedione) functionalized with electron donor and electron-withdrawing substituents and 8-aminoquinoline (R = CH, 4-CHCN, 4-CHCF; Q = CHN). Schiff base ketoimines with a pendant quinolyl moiety were isolated as single regioisomers in yields of 22-56% and characterized with FT-IR, H NMR, and UV-visible spectroscopy, as well as single-crystal X-ray crystallography, which allowed for the elucidation of the nature of the isolated regioisomers.
View Article and Find Full Text PDFJ Fluoresc
January 2025
Department of Chemistry, College of Science, University of Sulaimani, Qlyasan Street, Sulaymaniyah, Kurdistan Regional Government, 46002, Iraq.
This study highlights the importance of developing sensitive and selective sensors for use in pharmaceutical applications for the first time. A novel iron(III)-complex, constructed from unsymmetrical tetradentate NNN'O type Schiff base ligand (E)-3-((6-aminopyridin-2-yl)imino)-1-phenyl butane-1-one (LH) and its structure of it characterized by using various spectroscopic techniques such as FT-IR, UV-Vis, elemental analysis, conductivity, magnetic susceptibility measurements and the TGA method. The correlation of all results revealed that the coordination of the (LH) with the metal ion in a molar ratio of 1:1 leads to the formation of an octahedral geometry around the metal ions.
View Article and Find Full Text PDFNat Commun
January 2025
Department of Dermatology, State Key Laboratory of Biotherapy and Cancer Center, West China Hospital, Sichuan University, Chengdu, China.
Unsymmetric disulfides are prevalent in natural products and are essential in medicinal chemistry and materials science, but their robust synthesis poses significant challenges. In this paper, we report an expeditous transition-metal-free methodology for synthesizing unsymmetric disulfides through the addition of perthiyl radicals to alkenes. This study marks the use of generating perthiyl radicals by reacting SO with unactivated alkyl (pseudo)halides (Cl/Br/I/OTs).
View Article and Find Full Text PDFJ Inorg Biochem
March 2025
Department of Chemistry, National Institute of Technology, Rourkela, 769008, Odisha, India. Electronic address:
Three stable oxidovanadium(IV) [VOL] complexes (1-3) were synthesized through the incorporation of unsymmetrical salen ligands (HL). All the ligands are synthesized, and their vanadium compounds were thoroughly characterized by CHNS analysis, various spectroscopy methods (IR, UV-Vis, NMR spectroscopy), and HR-ESI-MS. The structures of 1-3 were validated through the single-crystal X-ray analysis.
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