24776-45-2Relevant academic research and scientific papers
Facile synthesis of regio-isomeric naphthofurans and benzodifurans
Park, Kwanghee Koh,Jeong, Jinsuk
, p. 545 - 553 (2005)
Naphtho[1,2-b]furans 1a-f, naphtho[2,1-b]furans 2a-f, benzo[1,2-b:5,4- b′]difurans 3a-b, benzo[1,2-b:4,5-b′]difurans 4a-b, and benzo[1,2-b:4,3-b′]difurans 5a-b were synthesized by base-catalyzed cyclization reaction of the corresponding o-alkoxybenzoylarene derivatives. The o-alkoxybenzoylarenes were obtained from the etherification reaction of the o-hydroxybenzoylarenes, which were prepared either by the reaction of methoxyarenes with benzoyl chloride in the presence of aluminum chloride or by photo-Fries rearrangement of aryl benzoates. Graphical Abstract.
Design, synthesis, and anticancer evaluation of benzophenone derivatives bearing naphthalene moiety as novel tubulin polymerization inhibitors
Wang, Guangcheng,Liu, Wenjing,Tang, Juan,Ma, Xue,Gong, Zipeng,Huang, Yong,Li, Yongjun,Peng, Zhiyun
, (2020/09/15)
A series of benzophenone derivatives bearing naphthalene moiety were designed, synthesized, characterized by 1H NMR, 13C NMR, and HRMS and evaluated for their antiproliferative activity against human breast cancer cell line (MCF-7). Most of the tested derivatives showed good to moderate cytotoxicity against MCF-7 cell line. Among them, compound 4u (IC50 = 1.47 ± 0.14 μM) was found to be the most active compound, which is more active than the standard drug cisplatin (IC50 = 15.24 ± 1.27 μM). In vitro tubulin polymerization inhibition assay, EBI competition assay, cell cycle analysis, and cell apoptosis assay identified that compound 4u was a new tubulin polymerization inhibitor by targeting the colchicine binding site. Besides, molecular docking study showed that compound 4u has high binding affinities with the colchicine binding site of tubulin through hydrogen bond, cation-π, and hydrophobic interaction.
Synthesis and structural characterization of Pd(II) thiosemicarbazonato complex: Catalytic evaluation in synthesis of diaryl ketones from aryl aldehydes and arylboronic acids
Prabhu, Rupesh Narayana,Ramesh, Rengan
supporting information, p. 405 - 409 (2017/01/10)
A simple route to synthesize triphenylphosphinopalladium(II) thiosemicarbazonato complex has been described. Elemental analysis, spectral (IR, NMR) and single crystal X-ray diffraction techniques were employed for the complete characterization of the complex. The latter was found to be effective catalyst for carbon–carbon cross-coupling reaction of aryl- and heteroarylboronic acids with aromatic and heteroaromatic aldehydes to form the corresponding diaryl ketones. The influence of reaction parameters such as solvent, base, reaction temperature and catalyst loading was also investigated.
Synthesis of naphthalene derivatives from ortho -alkynylacetophenone derivatives via tandem in situ incorporation of acetal and intramolecular heteroalkyne metathesis/annulation
Manojveer, Seetharaman,Balamurugan, Rengarajan
supporting information, p. 1712 - 1715 (2014/04/17)
An interesting domino reaction for the synthesis of substituted naphthyl ketones has been developed using readily accessible starting materials. This domino reaction proceeds via in situ incorporation of an acetal followed by intramolecular heteroalkyne metathesis/annulation in an ortho- alkynylacetophenone derivative. A deuterium incorporation experiment has been carried out to understand the mechanism.
Directing zeolite structures into hierarchically nanoporous architectures
Na, Kyungsu,Jo, Changbum,Kim, Jeongnam,Cho, Kanghee,Jung, Jinhwan,Seo, Yongbeom,Messinger, Robert J.,Chmelka, Bradley F.,Ryoo, Ryong
scheme or table, p. 328 - 332 (2012/06/18)
Crystalline mesoporous molecular sieves have long been sought as solid acid catalysts for organic reactions involving large molecules. We synthesized a series of mesoporous molecular sieves that possess crystalline microporous walls with zeolitelike frameworks, extending the application of zeolites to the mesoporous range of 2 to 50 nanometers. Hexagonally ordered or disordered mesopores are generated by surfactant aggregates, whereas multiple cationic moieties in the surfactant head groups direct the crystallization of microporous aluminosilicate frameworks. The wall thicknesses, framework topologies, and mesopore sizes can be controlled with different surfactants. The molecular sieves are highly active as catalysts for various acid-catalyzed reactions of bulky molecular substrates, compared with conventional zeolites and ordered mesoporous amorphous materials.
Acylation of naphthalenes and anthracene on sulfated zirconia
Deutsch,Prescott,Mueller,Kemnitz,Lieske
, p. 269 - 278 (2007/10/03)
Sulfated zirconia (SZ) exhibits a high catalytic performance in the benzoylation of 1-methoxynaphthalene. Therefore, it was used as heterogeneous catalyst in the acylation of methoxynaphthalenes, methylnaphthalenes, naphthalene, and anthracene with benzoic anhydride, benzoyl chloride, and acetic anhydride to synthesize aromatic ketones. The rate of product formation on SZ was dependent on the respective aromatic, on the solvent used, and on the ratio of aromatic to acylating agent.
Graphite as an effective catalyst for Friedel-Crafts acylation
Kodomari, Mitsuo,Suzuki, Yoshitada,Yoshida, Kouji
, p. 1567 - 1568 (2007/10/03)
Graphite is found to promote Friedel-Crafts acylation of aromatic compounds such as anisole, toluene and o-xylene with acyl halides to give the corresponding acylated products in high yields.
