63487-16-1Relevant academic research and scientific papers
Water-mediated phosphorylative cyclodehydrogenation: An efficient preparation of flavones and flavanones
Vimal, Manorama,Pathak, Uma,Halve, Anand Kumar
supporting information, p. 2805 - 2814 (2019/08/12)
A new synthetic strategy utilizing POCl3-water for the conversion of 2′-hydroxychalcones to flavanones and flavones has been developed. The reagent efficiently promoted one-pot conversion of 2′-hydroxychalcones to flavones through flavanones involving cyclization and oxidative dehydrogenation. By changing the stoichiometery of the reagents, the reaction can be tuned to generate either flavanone or flavone. The developed protocol was found to be applicable for a variety of 2′-hydroxychalcones.
Identification and structure activity relationship of novel flavone derivatives that inhibit the production of nitric oxide and PGE2 in LPS-induced RAW 264.7 cells
An, Ji-Young,Lee, Hwi-Ho,Shin, Ji-Sun,Yoo, Hyung-Seok,Park, Jong Seon,Son, Seung Hwan,Kim, Sang Won,Yu, Jihyun,Lee, Jun,Lee, Kyung-Tae,Kim, Nam-Jung
, p. 2613 - 2616 (2017/05/10)
In an effort to identify novel anti-inflammatory compounds, a series of flavone derivatives were synthesized and biologically evaluated for their inhibitory effects on the production of nitric oxide (NO) and prostaglandin E2 (PGE2), representative pro-inflammatory mediators, in LPS-induced RAW 264.7 cells. Their structure-activity relationship was also investigated. In particular, we found that compound 3g displayed more potent inhibitory activities on PGE2 production, similar inhibitory activities on NO production and less weak cytotoxicity than luteolin, a natural flavone known as a potent anti-inflammatory agent.
A versatile approach to flavones via a one-pot Pd(II)-catalyzed dehydrogenation/oxidative boron-Heck coupling sequence of chromanones
Lee, Jun,Yu, Jihyun,Son, Seung Hwan,Heo, Jinyuk,Kim, Taelim,An, Ji-Young,Inn, Kyung-Soo,Kim, Nam-Jung
, p. 777 - 784 (2016/01/12)
A variety of flavones were expediently synthesized from readily accessible chromanones via a one-pot sequence involving Pd(ii)-catalyzed dehydrogenation and oxidative boron-Heck coupling with arylboronic acid pinacol esters. In particular, the use of arylboronic acid pinacol esters was found to significantly improve the yield of the reaction.
Selective Heck reaction of electron-rich aryl bromides with cyclic alkenones
Gowala, Tarak Nath,Pabba, Jagadish
supporting information, p. 1801 - 1804 (2015/03/30)
A simple and efficient protocol for the Heck reaction of cyclic alkenones with electron-rich aryl bromides has been developed. A ligand combination of X-Phos and tri-tert-butylphosphonium hydrogen tetrafluoroborate in the presence of Pd(PPh3)s
Cyclization of 2'-hydroxychalcones to flavones using ammonium iodide as an iodine source - An eco-friendly approach
Kulkarni, Pramod S.,Kondhare, Dasharath D.,Varala, Ravi,Zubaidha, Pudukulathan K.
, p. 909 - 916 (2013/08/23)
Ammonium iodide on exposure to air decomposes to ammonia and iodine. The in situ generated iodine was used for the cyclization of 2'-hydroxychalcones to the corresponding flavones under solvent-free conditions in good to excellent yields. This method could serve as an attractive alternative to the existing methods for synthesis of flavones and the use of toxic molecular iodine is avoided. Copyright
A facile route to flavone and neoflavone backbones via a regioselective palladium catalyzed oxidative Heck reaction
Khoobi, Mehdi,Alipour, Masoumeh,Zarei, Samaneh,Jafarpour, Farnaz,Shafiee, Abbas
, p. 2985 - 2987 (2012/04/04)
A straightforward and atom-economical base-free palladium-catalyzed regioselective direct arylation of coumarins and chromenones is devised. This protocol is compatible with a wide variety of electron-donating and -withdrawing substituents and allows construction of various biologically important flavone and neoflavone backbones.
Silica gel supported InBr3 and InCl3: New catalysts for the facile and rapid oxidation of 2′-hydroxychalcones and flavanones to their corresponding flavones under solvent free conditions
Ahmed, Naseem,Ali, Hasrat,Van Lier, Johan E.
, p. 253 - 256 (2007/10/03)
Silica gel supported InBr3 or InCl3 (15-20 mol %) were explored as a new solid-support catalysts for the facile and efficient oxidation, under solvent free conditions, of 2′-hydroxychalcones and flavanones to yield the corresponding flavones in >80% yield. The catalysts are easily prepared, stable, and efficient under mild reaction conditions.
Cyclodehydrogenation of 2'-Hydroxychalcones with DDQ: A Simple Route for Flavones and Aurones
Imafuku, Kimiaki,Honda, Masaaki,McOmie, J. F. W.
, p. 199 - 201 (2007/10/02)
The oxidation of 2'-hydroxychalcones with 2,3-dichloro-5,6-dicyano-p-benzoquinone provides a useful synthetic route for flavones and aurones.
