88952-74-3Relevant academic research and scientific papers
Rh-Catalyzed aldehydic C-H alkynylation and annulation
Ramakrishna, Boddu S.,Rao, Maddali L. N.
, p. 1402 - 1411 (2020/03/03)
Novel Rh-catalyzed aldehydic C-H bond alkynylation and annulation for the in situ synthesis of chromones and aurones are described. It involves the sequential aldehyde C-H bond alkynylation of salicylaldehyde with in situ generated 1-bromoalkyne from 1,1-
Novel and Efficient Access to Flavones under Mild Conditions: Aqueous HI-Mediated Cascade Cyclization/Oxidative Radical Reaction of 2-Propynolphenols
Song, Xian-Rong,Li, Ren,Yang, Tao,Chen, Xi,Ding, Haixin,Xiao, Qiang,Liang, Yong-Min
supporting information, p. 5548 - 5552 (2018/10/24)
Herein we disclose a metal-free and efficient method for the direct conversion of 2-propynolphenols to biologically important flavones using aqueous HI as the promoter. This transformation was proved via 4-iodo-2H-chromenes intermediate, which was simultaneously conversed to corresponding flavones by a Csp2?I bond cleavage and a C–O bond formation under air.
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.
Pd(OAc)2/S=PPh3 accelerated activation of gem-dichloroalkenes for the construction of 3-arylchromones
Liu, Jianming,Song, Weiwei,Yue, Yuanyuan,Liu, Ren,Yi, Hong,Zhuo, Kelei,Lei, Aiwen
supporting information, p. 17576 - 17579 (2015/12/08)
The Pd-catalyzed regioselective intramolecular nucleophilic substitution of gem-dichloroalkene derivatives with salicylaldehydes leading to the synthesis of 3-arylchromones has been developed. Pd(OAc)2/S=PPh3 could activate gem-dichloroalkenes and undergo nucleophilic substitution by salicylaldehydes with the aid of a base.
Construction of the flavones and aurones through regioselective carbonylative annulation of 2-bromophenols and terminal alkynes
Liu, Jianming,Liu, Muwen,Yue, Yuanyuan,Zhang, Ningfei,Zhang, Yuanli,Zhuo, Kelei
supporting information, p. 1802 - 1807 (2013/04/24)
The easily available and efficient catalyst containing a benzimidazolium ligand and PdCl2(PPh3)2 demonstrated excellent catalytic activity to construct the flavones and aurones, respectively. This reaction can be operated under mild conditions, affording the desired products in moderate to good yields. This protocol was used to prepare the flavones and aurones by a slight modification of amines.
A facile synthesis of flavones catalysed by gallium(III) triflate
Jin, Can,He, Fei,Wu, Huayue,Chen, Jiuxi,Su, Weike
experimental part, p. 27 - 29 (2009/09/25)
Ga(OTf)3 was explored as a novel catalyst for the cyclisation of 1-(2-hydroxyphenyl)-3-aryl-1,3-propanediones in nitromethane to flavones with excellent yields.
Mechanically activated solid-state synthesis of flavones by high-speed ball milling
Zhu, Xingyi,Li, Zhenhua,Shu, Qiangfeng,Zhou, Chenfeng,Su, Weike
experimental part, p. 4199 - 4211 (2010/01/16)
An efficient, mechanically activated solid-state synthesis of flavones from 1-(2-hydroxyphenyl)-3-aryl-1,3-propanediones using high-speed ball milling is described. This method has notable advantages in terms of good yield, short reaction time, and neat conditions.
Manganese(III) acetate mediated oxidation of flavanones: A facile synthesis of flavones
Singh, Om V.,Muthukrishnan,Raj, Gopan
, p. 2723 - 2728 (2007/10/03)
Oxidation of flavanones (1a-o) with manganese(III) acetate by heating in acetic acid in presence of perchloric acid afforded exclusively flavones (2a-o) by dehydrogenation in almost quantitative yields. Copyright Taylor & Francis, Inc.
Refinement and evaluation of a pharmacophore model for flavone derivatives binding to the benzodiazepine site of the GABAA receptor
Kahnberg, Pia,Lager, Erik,Rosenberg, Celia,Schougaard, Jette,Camet, Linda,Sterner, Olov,Nielsen, Elsebet ?stergaard,Nielsen, Mogens,Liljefors, Tommy
, p. 4188 - 4201 (2007/10/03)
To further develop and evaluate a pharmacophore model previously proposed by Cook and co-workers (Drug Des. Discovery 1995, 12, 193-248) for ligands binding to the benzodiazepine site of the GABAA receptor, 40 new flavone derivatives have been synthesized and their affinities for the benzodiazepine site have been determined. Two new regions of steric repulsive interactions between ligand and receptor have been characterized, and the receptor region in the vicinity of 6- and 3′-substituents has been mapped out. 2′-Hydroxy substitution is shown to give a significant increase in affinity, which is interpreted in terms of a novel hydrogen bond interaction with the previously proposed hydrogen bond-accepting site A2. On the basis of the results of these studies and the refined pharmacophore model, 5′-bromo-2′-hydroxy-6-methylflavone, the highest affinity flavone derivative reported so far (Ki = 0.9 nM), was successfully designed. A comparison of the pharmacophore model with a recently proposed alternative model (Marder; et al. Bioorg. Med. Chem., 2001, 9, 323-335) has been made.
