An efficient, MnO-catalyzed ligand-free synthesis of ()-6,7-dihydrodibenzo[,][1,7]phenanthrolines, and ()-1,2,3,4-tetrahydrobenzo[][1,6]naphthyridines, utilizing, 2-amino-5-chloro-benzhydrol, acridinol, or 1-benzyl-4-piperidinol, , and benzyl alcohols, is reported. The MnO-catalyzed dehydrogenative Friedlander annulation utilizing ChCl/p-TSA (DES-1) and subsequent C(sp)-H functionalization with TBAB/p-TSA (DES-2) was effected at 100 °C. The optimized reaction conditions gave excellent product yields, and the products were evaluated for their by UV absorption and fluorescence emission studies.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11170762PMC
http://dx.doi.org/10.1021/acsomega.4c00188DOI Listing

Publication Analysis

Top Keywords

synthesis -67-dihydrodibenzo[][17]phenanthrolines
8
-67-dihydrodibenzo[][17]phenanthrolines -1234-tetrahydrobenzo[][16]naphthyridines
8
dehydrogenative friedlander
8
mn-catalyzed ligand-free
4
ligand-free one-pot
4
one-pot synthesis
4
-1234-tetrahydrobenzo[][16]naphthyridines dehydrogenative
4
friedlander annulation/csp-h
4
annulation/csp-h functionalization
4
functionalization efficient
4

Similar Publications

Background/objectives: extract, obtained via microwave-enhanced extraction, was evaluated for its antioxidant, antidiabetic, and antimicrobial activities to explore its therapeutic potential.

Methods: The extraction was performed using microwave-enhanced techniques, and LC-MS/MS was employed to profile the metabolites in the extract. Total phenolic and flavonoid contents were quantified using spectrophotometric methods.

View Article and Find Full Text PDF

The development of new antibacterial drugs is essential for staying ahead of evolving antibiotic resistant bacterial (ARB) threats, ensuring effective treatment options for bacterial infections, and protecting public health. Herein, we successfully designed and synthesized two novel gold(III)- NHC complexes, [Au(1)(bpy)Cl][PF] (2) and [Au(1)(phen)Cl][PF] (3) based on the proligand pyridyl[1,2-a]{2-pyridylimidazol}-3-ylidene hexafluorophosphate (1⋅HPF) [bpy=2,2'-bipyridine; phen=1,10-phenanthroline]. The synthesized complexes were characterized spectroscopically; their geometries and structural arrangements were confirmed by single crystal XRD analysis.

View Article and Find Full Text PDF

We report the synthesis, characterization, anti-cancer activity and mechanism of action of a novel water-soluble Cu(II) complex with salicylidene carbohydrazide as the ligand and -phenanthroline as the co-ligand. The synthesized complex (1) was characterized by FT-IR, EPR, and electronic spectroscopy, as well as single crystal X-ray diffraction. This compound was found to be paramagnetic from EPR spectra and X-ray crystallography revealed that the molecule crystallized in an orthorhombic crystal system.

View Article and Find Full Text PDF

Three novel complexes of deprotonated diflunisal () with neocuproine () were synthesized and characterized elemental, spectral (UV-vis, FTIR, fluorescence, and mass spectrometry), and single-crystal X-ray diffraction analyses. Although the compounds shared a similar composition of [MCl()()], where M represents Zn(II) (1), Co(II) (2) and Cu(II) (3), only 1 and 2 were isostructural, while 3 differed in both the molecular and supramolecular structures. In all three complex molecules, the central atom is coordinated by two nitrogen atoms of in a bidentate chelate mode, and one chlorido ligand and is bonded in either a monodentate mode one oxygen atom of the carboxylate in 1 and 2 or in a bidentate chelate mode both carboxylate oxygen atoms in 3.

View Article and Find Full Text PDF

Phenolic Constituents, Photoprotective Effect, and Antioxidant Capacities of All.

Molecules

August 2024

Department of Food Technology, Nutrition and Food Science, Veterinary Faculty, University of Murcia, Regional Campus of International Excellence "Campus Mare Nostrum", Campus de Espinardo, 30100 Murcia, Spain.

Article Synopsis
  • The study investigated the chemical composition and biological effects of polar extracts from a medicinal plant in the Asteraceae family using advanced mass spectrometry.
  • It identified twenty compounds in one extract and twenty-two in another, including five flavonoids, two of which were newly discovered in this genus.
  • The extracts showed strong antioxidant properties and high levels of phenolic and flavonoid content, suggesting potential applications in photoprotective cosmetics and pharmaceuticals.
View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!