15104-17-3Relevant academic research and scientific papers
Convenient synthesis of 1,6,7,8-substituted 2-(3',4'-substituted- phenyl)-4-quinolones via a 4-ethoxyflavylium salt
Sato, Shingo,Watanabe, Takeshi,Kumagai, Hironobu,Kitamura, Nobuo,Matsuba, Shigeru,Kumazawa, Toshihiro,Onodera, Jun-Ichi,Suzuki, Masanobu
, p. 1189 - 1193 (1999)
Condensation of 2-hydroxyacetophenone with benzaldehyde in the presence of 70% perchloric acid in ethyl orthoformate gave the corresponding 4- ethoxyflavylium perchlorate, which was treated with aqueous ammonia or methylamine solution to afford 1,6,7,8-su
Direct conversion to 2-phenyl-4-quinolones via a 4-alkoxyflavylium salt from a naturally occurring flavanone
Sato, Shingo,Kumagai, Hironobu,Matsuba, Shigeru,Kumazawa, Toshihiro,Onodera, Jun-Ichi,Suzuki, Masanobu
, p. 1345 - 1347 (1999)
A flavanone, in which a hydroxyl group at the 5-position was protected with a methyl group, converted to the corresponding 5-methoxy-2-phenyl-4- quinolone via flavylium salt under mild conditions. Flavanone-O- rhamnoglucoside, naringin, was also converted
Method for preparing quinolones compound by using pentacarbonyl iron as CO release source
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Paragraph 0012; 0015; 0040; 0042; 0043, (2018/10/19)
The invention discloses a method for preparing quinolones compound by using pentacarbonyl iron as a CO release source. In this method, iron pentacarbonyl is used as a CO release source, and palladiumacetate is used as a catalyst, potassium phosphate and piperazine are used as a base, and acetonitrile is used as a solvent to couple a 2-iodoaniline compound with a terminal alkyne under mild conditions to obtain the quinolones compound. The preparation method has the advantages of simple operation, mild reaction conditions, less catalyst use, less CO release source use, low toxicity, lower cost,wide substrate applicability, and high target compound yield, and the method can be widely used for the preparation of natural quinolones compound.
2-aryl-4-quinolone derivative as well as preparation method and application thereof
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Paragraph 0054-0060, (2018/10/19)
The invention discloses a 2-aryl-4-quinolone derivative as well as a preparation method and an application thereof. The 2-aryl-4-quinolone derivative has the structure shown in formula (I) in the description, wherein R1 is independently selected from one or more of H, C1-C5 alkyl, halogen or C1-C5 alkoxy, and R2 is independently selected from one or more of H, C1-C5 alkyl, CF3, halogen or C1-C5 alkoxy. Test results show that the 2-aryl-4-quinolone derivative has good antibacterial activity and can be used as an antibacterial agent.
One-Pot Allan–Robinson/Friedl?nder Route to Chromen-/Quinolin-4-ones through the Domino Acetylative Cyclisation of 2-Hydroxy-/2-Aminobenzaldehydes
Rai, Vijai K.,Verma, Fooleswar,Sahu, Ganeshwar P.,Singh, Manorama,Rai, Ankita
, p. 537 - 544 (2018/02/09)
The domino synthesis of 2-phenyl-4H-chromen-4-ones and quinolin-4-ones through acetylation of 2-hydroxy-/2-aminobenzaldehydes with α-haloketones followed by intramolecular oxa-/azaheterocyclisation is reported. This method represents a new extension of the Allan–Robinson and Friedl?nder reactions, and uses N-heterocyclic-carbene catalysis to construct the target molecules in good to excellent yields: 86–95 % for the chromen-4-ones, and 83–96 % for the quinolin-4-ones. This approach has the advantages of operational simplicity, ambient reaction conditions, and no by-product formation.
From Ketones, Amines, and Carbon Monoxide to 4-Quinolones: Palladium-Catalyzed Oxidative Carbonylation
Wu, Jiwei,Zhou, Yuchen,Wu, Ting,Zhou, Yi,Chiang, Chien-Wei,Lei, Aiwen
supporting information, p. 6432 - 6435 (2017/12/08)
A novel method of palladium-catalyzed oxidative carbonylation of ketones, amines, and carbon monoxide for the synthesis of 4-quinolones has been developed. This protocol provides a straightforward route to construct useful 4-quinolone derivatives from ine
Transition-Metal-Free One-Pot Tandem Synthesis of 4-Quinolone and 4 H -Thiochromen-4-one Derivatives Through Sequential Nucleophilic Addition-Elimination-S N Ar Reaction
Wang, Deqiang,Sun, Peng,Jia, Peiyun,Peng, Jinsong,Yue, Yixia,Chen, Chunxia
, p. 4309 - 4320 (2017/09/13)
4-Quinolone and 4 H -thiochromen-4-one derivatives are readily synthesized in a tandem one-pot manner in good to excellent yields. Starting from (Z)-β-chlorovinyl ketones, an intermolecular nucleo-philic addition of amines or sodium hydrogen sulfide to (Z
Synthesis of 4-quinolones via a carbonylative sonogashira cross-coupling using molybdenum hexacarbonyl as a co source
?kerbladh, Linda,Nordeman, Patrik,Wejdemar, Matyas,Odell, Luke R.,Larhed, Mats
, p. 1464 - 1471 (2015/02/19)
A palladium-catalyzed CO gas-free carbonylative Sonogashira/cyclization sequence for the preparation of functionalized 4-quinolones from 2-iodoanilines and alkynes via two different protocols is described. The first method (A) yields the cyclized products
Microwave-assisted synthesis of polysubstituted 4-quinolones from deprotonated α-aminonitriles
Romek, Alexandra,Opatz, Till
experimental part, p. 5841 - 5849 (2011/01/04)
The α-alkylation of deprotonated N-aryl-α-aminonitriles with α-bromoesters furnishes intermediates that can be cyclized to 4-quinolones upon microwave irradiation. Alternatively, base-induced dehydrocyanation of the alkylation products furnishes enaminoes
NOVEL HYDROPHILIC DERIVATIVES OF 2-ARYL-4-QUINOLONES AS ANTICANCER AGENTS
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Page/Page column 26, (2008/12/06)
2-aryl-4-quinolones are converted into phosphates by reacting with tetrabenzyl pyrophosphate to form dibenzyl phosphates thereof, which are then subject to hydrogenation to replace dibenzyl groups with H, followed by reacting with Amberlite IR-120(Na+ form) to form disodium salts. The results of preliminary screening revealed that these phosphates showed significant anti-cancer activity. A novel intermediate, 2-selenophene 4-quinolone and Λ/, Λ/-dialkylaminoalkyl derivatives of 2-phenyl-4-quinolones are also synthesized. These novel intermediates exhibited significant anticancer activities.
