- Novel D-π-A organic dyes for DSSCs based on dibenzo[b,h][1,6]naphthyridine as a π-bridge
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A new series of D-π-A organic dyes bearing fused dibenzo[b,h] [1,6]naphthyridine as the conjugated π-bridge, a cyanoacrylic acid moiety as the electron acceptor/anchoring group and different electron donor groups such as trimethoxy (5a), methoxy (5b) and
- Arslan, Bar?? Se?kin,Güzel, Emre,Kaya, Tu?ba,Durmaz, Veysel,Keskin, Merve,Avc?, Davut,Nebio?lu, Mehmet,?i?man, ?lkay
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- 2H-Pyrano[3,2-c]quinolin-2-ones: their convenient synthesis and selected reactions
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Abstract: Despite the structure attractiveness of 2H-pyrano[3,2-c]quinolin-2-ones 3 their synthesis is not sufficiently developed. Only 35 pyranoquinolinones 3 are registered in the SciFinder database. Unavailability of 3 limits their chemistry exploitation, physical and biological studies. We have developed a convenient and general methodology for the synthesis of 3. Sixteen novel 2H-pyrano[3,2-c]quinolin-2-ones 3 were prepared by a cyclocondensation of easily available 4-oxo-1,4-dihydroquinoline-3-carbaldehydes 1 with monosubstituted acetic acids 2 (-aryl, -arylthio and -heteroaryl). To support chemistry exploitation of pyranoquinolinones 3, oxoquinolinylphenylacrylic acids 4 were obtained by hydrolysis of 3 with NaOH (92–98%). A simple oxidation of 3 by MCPBA was performed to provide oxopyranoquinoline N-oxide 5 (71%). Convenient rearrangement of 5 in refluxing Ac2O curried out 2H-pyrano[3,2-c]quinoline-2,5(6H)-dione 6 in 87% yield. Moreover, some of the prepared pyranoquinolinones 3 possess intensive blue fluorescence properties. Here we described the simple and general synthesis that allows availability of 2H-pyrano[3,2-c]quinolin-2-ones 3. Some transformations of 3 to the novel heterocyclic compounds 4–6 were performed as well in good yields (71–98%). The synthesis of 6 from 3 was not yet described. The developed methodology for the synthesis of 3–6 can stimulate their further physical and pharmacological studies. Graphical Abstract: [Figure not available: see fulltext.].
- ?akurda, Matú?,Koi?, Pavol,Addová, Gabriela,Lácová, Margita,Bohá?, Andrej
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p. 683 - 690
(2018/02/28)
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- Synthesis of (2-Aminophenyl)(naphthalen-2-yl)methanones via Intramolecular Rearrangement of (E)-3-Styrylquinolin-4(1 H)-ones under Irradiation with 365 nm UV Light
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A highly efficient and environmentally friendly synthesis of (2-aminophenyl)(naphthalen-2-yl)methanones was developed. The (2-aminophenyl)(naphthalen-2-yl)methanone derivatives were obtained in high yields (up to 96%) by the irradiation of (E)-3-styrylquinolin-4(1 H)-ones in EtOH-H 2 O (7:1) with UV light (365 nm) at room temperature under Ar atmosphere. The demonstrated photoinduced intramolecular rearrangement has advantages over other transition-metal-catalyzed reactions, e.g. no requirement of additives, green solvent, broad substrate scope, and high atom efficiency.
- Jing, Sisi,He, Yun,Wang, Tao,Zhang, Jin,Cheng, Anqi,Liang, Yong,Zhang, Zunting
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supporting information
p. 1578 - 1582
(2018/06/26)
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- Efficient Synthesis of 1,9-Substituted Benzo[h][1,6]naphthyridin-2(1H)-ones and Evaluation of their Plasmodium falciparum Gametocytocidal Activities
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A novel three-component, two-step, one-pot nucleophilic aromatic substitution (SNAr)-intramolecular cyclization-Suzuki coupling reaction was developed for the synthesis of benzo[h][1,6]naphthyridin-2(1H)-ones (Torins). On the basis of the new efficiently convergent synthetic route, a library of Torin analogs was synthesized. The antimalarial activities of these compounds were evaluated against asexual parasites using a growth inhibition assay and gametocytes using a viability assay.
- Li, Hao,Sun, Wei,Huang, Xiuli,Lu, Xiao,Patel, Paresma R.,Kim, Myunghoon,Orr, Meghan J.,Fisher, Richard M.,Tanaka, Takeshi Q,McKew, John C.,Simeonov, Anton,Sanderson, Philip E.,Zheng, Wei,Williamson, Kim C.,Huang, Wenwei
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p. 748 - 754
(2017/12/18)
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- Fused ring compound and preparation method, application and intermediate compound thereof
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The invention relates to a fused ring compound and a preparation method, application and intermediate compound thereof. The fused ring compound can be used as an inhibitor of phosphatidylinositol 3-kinase.
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Paragraph 0151; 0152; 0153
(2016/10/17)
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- METHOD OF BLOCKING TRANSMISSION OF MALARIAL PARASITE
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The invention provides a method of blocking transmission of a Plasmodium parasite and a method of treating or preventing malaria comprising administering to an animal an effective amount of a first compound of formula I: wherein A, B, R1, R2, R10, and R11 are described herein, either alone or in combination with a second compound selected from elesclomol, NSC 174938, NVP-AUY922, Maduramicin, Narasin, Alvespimycin, Omacetaxine, Thiram, Zinc pyrithione, Phanquinone, Bortezomib, Salinomycin sodium, Monensin sodium, Dipyrithione, Dicyclopentamethylene-thiuram disulfide, YM155, Withaferin A, Adriamycin, Romidepsin, AZD-1 152-HQPA, CAY10581, Plicamycin, CUDC-101, Auranofin, Trametinib, GSK-458, Afatinib, and Panobinostat.
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Paragraph 0223-0224
(2015/06/03)
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- A novel one-pot synthesis of 4-chloro-3-quinolinecarboxaldehydes, 4-chloroquinolines and 4-chloro-3-ethylquinolines using Vilsmeier reagent
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Various substituted l-(2-aminophenyl)ethanones on treatment with Vilsmeier reagent at 90°C for 3-6 hr yield 4-chloro-3-quinolinecarboxaldehydes. Whereas substituted N-[2-(1- oxoethyl) phenyl] acetamides afford both 4-chloroqui-nolines and 4-chloro-3-quinolinecarboxaldehydes. However, in the case of substituted l-(2-aminophenyl)butanones and N-[2(1-oxopropyl) phenyl] acetamides, only 4-chloro-3-ethylquinolines are obtained.
- Amaresh,Perumal
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p. 541 - 544
(2007/10/03)
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