24534-37-0Relevant academic research and scientific papers
The Ligand Free Palladium(II)-Catalyzed Regioselective 1,2-Addition of Enol Silanes to Quinones to Access 4-Hydroxy-4-(2-oxo-2-arylethyl)cyclohexadien-1-ones and Synthetic Applications
Polimera, Subba Rao,A. M. Subbaiah, Murugaiah,Ilangovan, Andivelu
, p. 14356 - 14370 (2021/10/12)
In contrast to the conventional 1,4-addition process, regioselective 1,2-addition of silyl enol ethers to quinones can now be achieved via a palladium(II) enolate pathway that provides access to 4-hydroxy-4-(2-oxo-2-arylethyl)cyclohexa-2,5-dien-1-one derivatives. This quinone alkylation protocol proceeds under mild reaction conditions at ambient temperature under open air and does not require either an external ligand for the palladium or the use of a base. Additionally, the cyclohexadienone products have been exploited as synthetic precursors for the construction of fused heteroaryl systems.
Synthesis and biological evaluation of 2-arylbenzofuran derivatives as potential anti-Alzheimer’s disease agents
Yun, Yinling,Miao, Yuhang,Sun, Xiaoya,Sun, Jie,Wang, Xiaojing
, p. 1346 - 1356 (2021/06/26)
Alzheimer's disease (AD) is a type of progressive dementia caused by degeneration of the nervous system. A single target drug usually does not work well. Therefore, multi-target drugs are designed and developed so that one drug can specifically bind to mu
Deconstructive Reorganization: De Novo Synthesis of Hydroxylated Benzofuran
Cao, Tongxiang,Jiang, Huanfeng,Zhang, Ling,Zhu, Shifa
supporting information, p. 4670 - 4677 (2020/02/20)
An unprecedented deconstructive reorganization strategy for the de novo synthesis of hydroxylated benzofurans from kojic acid- or maltol-derived alkynes is reported. In this reaction, both the benzene and furan rings were simultaneously constructed, whereas the pyrone moiety of the kojic acid or maltol was deconstructed and then reorganized into the benzene ring as a six-carbon component. Through this strategy, at least one free hydroxyl group was introduced into the benzene ring in a substitution-pattern tunable fashion without protection–deprotection and redox adjustment. With this method, a large number of hydroxylated benzofuran derivatives with different substitution-patterns have been prepared efficiently. This methodology has also been shown as the key step in a collective total synthesis of hydroxylated benzofuran-containing natural products (11 examples).
Kojic acid and maltol: The “Transformers” in organic synthesis
Chen, Jianqiang,Wu, Lingwei,Wu, Jie
, p. 2993 - 2995 (2020/07/08)
The deconstructive reorganization strategy for the synthesis of benzene-containing products from the kojic acid- and maltol-derived alkynes has been recently reported. In this strategy, kojic acid and maltol are analogous to the “Transformers”, which can
HYDROPHILIC COMPOUNDS FOR OPTICALLY ACTIVE DEVICES
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, (2018/09/21)
The present invention relates to novel compounds, particularly to compounds comprising a photoactive unit, said novel compounds being particularly suitable for compositions and ophthalmic devices as well as to compositions and ophthalmic devices comprising such compounds.
One-Step Synthesis of Substituted Benzofurans from ortho- Alkenylphenols via Palladium-Catalyzed C=H Functionalization
Yang, Dejun,Zhu, Yifei,Yang, Na,Jiang, Qiangqiang,Liu, Renhua
, p. 1731 - 1735 (2016/06/09)
A dehydrogenative oxygenation of C(sp2)=H bonds with intramolecular phenolic hydroxy groups has been developed, which provides a straightforward and concise access to structurally diversely benzofurans from ortho-alkenylphenols. The reaction is catalyzed by palladium on carbon (Pd/C) without any oxidants and sacrificing hydrogen acceptors.
Di-tert-butylneopentylphosphine (DTBNpP): An Efficient Ligand in the Palladium-Catalyzed α-Arylation of Ketones
Raders, Steven M.,Jones, Jessica M.,Semmes, Jeffrey G.,Kelley, Steven P.,Rogers, Robin D.,Shaughnessy, Kevin H.
, p. 7395 - 7404 (2016/02/19)
Di-tert-butylneopentylphosphine (DTBNpP) and palladium(II) acetate provide an efficient catalytic system for the α-arylation of ketones. Aryl bromides were coupled with ketones using 0.25-0.5 mol-% Pd(OAc)2/DTBNpP in toluene at 50 C, whereas aryl chlorides required a higher catalyst loading (0.5-2.0 mol-%) and a higher temperature (80 C). Coupling of 2-bromophenol with ketones using the Pd/DTBNpP system provides an efficient route for the synthesis of benzofurans.
Benzofuran derivatives as anticancer inhibitors of mTOR signaling
Salomé, Christophe,Ribeiro, Nigel,Chavagnan, Thierry,Thuaud, Frédéric,Serova, Maria,De Gramont, Armand,Faivre, Sandrine,Raymond, Eric,Désaubry, Laurent
supporting information, p. 181 - 191 (2014/06/09)
A series of 32 derivatives and isosteres of the mTOR inhibitor 2 were synthesized and compared for their cytotoxicity in radioresistant SQ20B cancer cell line. Several of these compounds, in particular 30b, were significantly more cytotoxic than 2. Importantly, 30b was shown to block both mTORC1 and Akt signaling, suggesting insensitivity to the resistance associated to Akt overactivation observed with rapamycin derivatives currently used in clinic.
Synthesis and antimicrobial evaluation of 3-methanone-6-substituted- benzofuran derivatives
Liu, Jingbao,Jiang, Faqin,Jiang, Xizhen,Zhang, Wei,Liu, Jingjing,Liu, Wenlu,Fu, Lei
, p. 879 - 886 (2012/09/10)
Seventeen benzofuran derivatives were synthesized and screened for their antibacterial activities against Escherichia coli, Staphylococcus aureus, Methicillin-resistant S. aureus, Bacillus subtilis, and Pseudomonas aeruginosa. Seven of them have showed excellent antibacterial activities compared to the positive controls (Cefotaxime and Sodium Penicillin). The substitutions at C-6 and C-3 positions of these derivatives were found to greatly impact on the antibacterial activity and strains specificity, respectively. Specifically, compounds bearing a hydroxyl group at C-6 (5a, 5b, 5c and 12) offered excellent antibacterial activities against all five above-mentioned strains (MIC 80 = 0.78-12.5 ug/mL), and those with imine (15) and (3, 4, 5-trimethoxyphenyl) methanone (7e), respectively, at C-3 position showed selective activity against S. aureus among five tested strains with great MIC80 values (3.12-12.5 ug/mL).
Palladium-catalyzed intramolecular hydroarylation of 6-benzofuranyl alkynoates
Kitamura, Tsugio,Otsubo, Kensuke
, p. 759 - 766 (2013/08/15)
Intramolecular hydroarylation of 6-benzofuranyl alkynoates efficiently proceeded using Pd(OAc)2 as catalyst in TFA and CH2Cl 2 at room temperature. This intramolecular hydroarylation gave a mixture of regioisomers of furocoumarins, i.e., psoralens and allopsorallens.
