23000-32-0Relevant academic research and scientific papers
A transition-metal-free fast track to flavones and 3-arylcoumarins
Golshani, Mostafa,Khoobi, Mehdi,Jalalimanesh, Nafiseh,Jafarpour, Farnaz,Ariafard, Alireza
supporting information, p. 10676 - 10679 (2017/10/06)
A highly regioselective and transition-metal free one-pot arylation of chromenones with arylboronic acids has been achieved employing K2S2O8. The procedure consists of a sequence of some reactions including an arylation/decarboxylation cascade and proceeds well in aqueous media to afford biologically interesting flavones and 3-arylcoumarins. This method exhibited excellent selectivity and functional group tolerance under mild conditions. The reaction also showed perfect efficacy for the preparation of styryl coumarins.
Synthesis and Evaluation of Coumarin-Resveratrol Hybrids as 15-Lipoxygenaze Inhibitors
Rahmani-Nezhad, Samira,Khosravani, Leila,Saeedi, Mina,Divsalar, Kouros,Firoozpour, Loghman,Pourshojaei, Yaghoub,Sarrafi, Yaghoub,Nadri, Hamid,Moradi, Alireza,Mahdavi, Mohammad,Shafiee, Abbas,Foroumadi, Alireza
supporting information, p. 751 - 759 (2015/10/29)
A series of coumarin-resveratrol hybrids, 3-arylcoumarin derivatives 3a-u, were synthesized through the intermolecular condensation reaction of various salicylaldehydes and phenylacetic acids in the presence of 1,4-diazabicyclo[2.2.2]octane under solvent-free conditions. All the synthesized compounds were screened for their inhibitory potency against soybean 15-lipoxygenase. Among them, three compounds (3c, 3j, and 3q) showed good enzyme-inhibitory activities. GRAPHICAL ABSTRACT.
3-Arylcoumarins: Synthesis and potent anti-inflammatory activity
Pu, Wenchen,Lin, Yuan,Zhang, Jianshuo,Wang, Fei,Wang, Chun,Zhang, Guolin
supporting information, p. 5432 - 5434 (2015/01/08)
Chronic inflammation is the persistent and excessive immune response and can lead to a variety of diseases. Aiming to discover new compounds with anti-inflammatory activity, we report herein the synthesis and biological evaluation of 3-arylcoumarins. Thirty five 3-arylcoumarins were prepared through Perkin condensation and further acid-promoted hydrolysis if necessary. In lipopolysaccharide-activated mouse macrophage RAW264.7 cells, 6,8-dichloro-3-(2-methoxyphenyl)coumarin (16) and 6-bromo-8-methoxy-3-(3-methoxyphenyl)coumarin (25) exhibited nitric oxide production inhibitory activity with the IC50 values of 8.5 μM and 6.9 μM, respectively, providing a pharmacological potential as anti-inflammatory agents.
A complete switch of the directional selectivity in the annulation of 2-hydroxybenzaldehydes with alkynes
Zeng, Huiying,Li, Chao-Jun
supporting information, p. 13862 - 13865 (2015/01/09)
Controlling reaction selectivity is an eternal pursuit for chemists working in chemical synthesis. As part of this endeavor, our group has been exploring the possibility of constructing different natural product skeletons from the same simple starting mat
Palladium-catalyzed decarboxylative cross-coupling reactions: A route for regioselective functionalization of coumarins
Jafarpour, Farnaz,Zarei, Samaneh,Olia, Mina Barzegar Amiri,Jalalimanesh, Nafiseh,Rahiminejadan, Soraya
, p. 2957 - 2964 (2013/06/05)
A straightforward, regioselective, and step-economical ligand-free palladium-catalyzed decarboxylative functionalization of coumarin-3-carboxylic acids is devised. This protocol is compatible with a wide variety of electron-donating and -withdrawing substituents and allows for construction of various biologically important π-electron extended coumarins.
Synthesis of 3-arylcoumarins through N-heterocyclic carbene catalyzed condensation and annulation of 2-chloro-2-arylacetaldehydes with salicylaldehydes
Jiang, Yuansong,Chen, Wanzhi,Lu, Weimin
, p. 3669 - 3676 (2013/05/08)
The condensation reaction of 2-chloro-2-arylacetaldehyde with salicylaldehyde catalyzed by N-heterocyclic carbene (NHC) leading to 3-arylcoumarin was studied. A number of 3-arylcoumarin derivatives were obtained in good to excellent yields via this umpolung reaction. This reaction is facile and experimentally simple and mild.
An efficient one-pot synthesis of coumarins mediated by propylphosphonic anhydride (T3P) via the Perkin condensation
Augustine, John Kallikat,Bombrun, Agnes,Ramappa, Balakrishna,Boodappa, Chandrakantha
scheme or table, p. 4422 - 4425 (2012/09/25)
An efficient one-pot synthesis of coumarins mediated by T3P, a mild and low toxic peptide coupling agent, via the Perkin condensation has been demonstrated.
A convenient synthesis of 3-arylcoumarins from arylacetonitriles
Mhiri,Ladhar,El Gharbi,Le Bigot
, p. 1451 - 1461 (2007/10/03)
The condensation of salicylaldehydes with various arylacetonitriles catalyzed by anion-exchange resins such as Amberlite IRA 900, leads to the corresponding 3-arylcoumarins in good yields and selectivity.
A ONE STEP GENERAL SYNTHESIS OF 3-SUBSTITUTED COUMARINS
Phadke, Chetan P.,Kelkar, Shriniwas L.,Wadia, Murzban S.
, p. 407 - 412 (2007/10/02)
A one step, general synthesis of 3-phenyl and 3-alkyl coumarins, using substituted acetamides and o-hydroxy benzaldehydes is reported.
TRANSFORMATION DU CATION ISOFLAVYLIUM EN PHENYL-3 COUMARINES, ISOFLAVENES-3 ET ISOFLAVANNES
Deschamps-Vallet, Colette,Ilotse, Jean-Baptiste,Meyer-Dayan, Michele
, p. 3993 - 3996 (2007/10/02)
Isoflavylium salts 1 are key starting materials for synthesis of 3-phenyl coumarins 2,isoflav-3-enes 4 and isoflavans 5, by chemical conversions narrowsly apparented to biogenetic pathways actually recognized for natural compounds of these series.
