75318-34-2Relevant academic research and scientific papers
Assigning regioisomeric or diastereoisomeric relations of problematic trisubstituted double-bonds through heteronuclear 2D selective J-resolved NMR spectroscopy
Hoffmann, Marie,Miaskiewicz, Solène,Weibel, Jean-Marc,Pale, Patrick,Blanc, Aurélien
, p. 37138 - 37148 (2015)
Although one of the first 2D NMR methods, but so far neglected, selective J-resolved NMR spectroscopy offers a unique opportunity to help organic chemists in structure elucidation, avoiding natural and non-natural product misassignments. This NMR method i
Diversity-oriented synthesis of benzofuro[3,2-b]pyridine derivatives from aurone-derived α,β-unsaturated imines and activated terminal alkynes
Cheng, Bin,He, Yixuan,Li, Hui,Sun, Haiyan,Wang, Taimin,Zhai, Hongbin,Zhang, Xinping,Zhu, Xuecheng
supporting information, p. 7701 - 7704 (2021/08/09)
An efficient annulation reaction of aurone-derived α,β-unsaturated imines and activated terminal alkynes mediated by triethylamine is described, which enables the facile synthesis of 1,4-dihydrobenzofuro[3,2-b]pyridines in high yields. When the nucleophil
Highly diastereoselective spiro-cyclopropanation of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides
Huang, Jie,Lee, Kevin,Ma, Ping,Sun, Shaofa,Wang, Gangqiang,Wang, Jian,Wu, Yang,Xing, Yalan
supporting information, p. 18776 - 18780 (2021/10/26)
A highly diastereoselective spiro-cyclopropanation reaction of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides has been developedviabase-induced annulation. This efficient and simple protocol features simple operations, mild conditions and excellent functional group compatibility. A variety of structurally interesting spiro-cyclopropanes were prepared in excellent yields and diastereomeric ratios (up to 97% yield and 20?:?1 dr). Also, ring expansion of the cyclopropanation product to quickly deliver a complex indeno[1,2-c]pyridazine structure showcased an interesting application of this method.
Preparation method of benzofurocoumarin compound
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Paragraph 0051-0057; 0153-0157, (2020/11/23)
The invention discloses a preparation method of a photoactive benzofurocoumarin compound. The photoactive benzofurocoumarin compound is a compound shown as a formula I; the enantioselectivity of the compound shown in the formula I is up to 95-99%. The pho
Enantioselective Oxidative Cyclization/Mannich Addition Enabled by Gold(I)/Chiral Phosphoric Acid Cooperative Catalysis
Wei, Hanlin,Bao, Ming,Dong, Kuiyong,Qiu, Lihua,Wu, Bing,Hu, Wenhao,Xu, Xinfang
supporting information, p. 17200 - 17204 (2018/12/05)
An enantioselective Mannich-type reaction of 3-butynol and nitrones is described, which affords dihydrofuran-3-ones in good yields and with excellent enantioselectivities. The reaction is initiated by gold-catalyzed alkyne oxidation and modification of the resulting gold carbene species with a tethered hydroxy group to form enolate species; the reaction terminates with an enantioselective Mannich-type addition with the assistance of chiral phosphoric acid (CPA) and hydrogen bonding. This novel pattern of alkyne transformation involving chemical bond cleavage, and a fragment modification and reassembly process, provides an atom- and step-economic method, and is the first example of cooperative asymmetric catalysis in gold-catalyzed alkyne oxidations via an α-oxo gold carbene route.
Divergent synthesis of flavones and aurones via base-controlled regioselective palladium catalyzed carbonylative cyclization
Xu, Shan,Sun, Huaming,Zhuang, Mengyuan,Zheng, Shaohua,Jian, Yajun,Zhang, Weiqiang,Gao, Ziwei
, p. 264 - 270 (2018/05/04)
A regioselective approach for construction of 5-membered and 6-membered flavonoid is established by Pd catalyzed carbonylative cyclization of 2-iodophenol with terminal alkynes using different amine bases under mild reaction condition. The catalytic experiments found that piperazine preferentially accelerate 6-endo cyclization, and triethylamine mediated Pd catalyzed 5-exo cyclization. Under optimized reaction condition, Pd catalyzed carbonylative protocol successfully applied for the diverse structures of 39 examples in good to excellent yield and regioselectivity.
Design, synthesis and MAO inhibitory activity of 2-(arylmethylidene)-2,3-dihydro-1-benzofuran-3-one derivatives
Badavath, Vishnu Nayak,Nath, Chandrani,Ganta, Narayana Murthy,Ucar, Gulberk,Sinha, Barij Nayan,Jayaprakash, Venkatesan
, p. 1528 - 1532 (2017/07/17)
A series of 2-(arylmethylidene)-2,3-dihydro-1-benzofuran-3-one derivatives (aurones, 1–20) were synthesized and screened for their inhibitory activity against hMAO. Seventeen compounds (1–5, 7–17, 19) were found to be selective towards hMAO-B, while two w
2-Chlorophenyl-substituted benzofuro[3,2-b]pyridines with enhanced topoisomerase inhibitory activity: The role of the chlorine substituent
Thapa Magar, Til Bahadur,Kadayat, Tara Man,Lee, Hwa-Jong,Park, Seojeong,Bist, Ganesh,Shrestha, Aarajana,Kwon, Youngjoo,Lee, Eung-Seok
, p. 3279 - 3283 (2017/07/07)
A new series of 2-chloropheny-substituted benzofuro[3,2-b]pyridines were designed, synthesized, and evaluated for topoisomerase I and II inhibition and antiproliferative activity. Compounds 17–19, 23, 24, 26, and 27 exhibited excellent topo II inhibitory
Selective palladium-catalyzed carbonylative synthesis of aurones with formic acid as the CO source
Qi, Xinxin,Li, Rui,Wu, Xiao-Feng
, p. 62810 - 62813 (2016/07/16)
A general and practical strategy has been developed to prepare aurone derivatives. In the presence of the palladium catalyst, 2-iodophenol and terminal alkynes were reacted by using formic acid as the CO source with acetic anhydride as the additive. A var
Highly efficient synthesis of flavones: Via Pd/C-catalyzed cyclocarbonylation of 2-iodophenol with terminal acetylenes
Zhu, Fengxiang,Li, Yahui,Wang, Zechao,Wu, Xiao-Feng
, p. 2905 - 2909 (2016/05/24)
A highly efficient and selective Pd/C-catalyzed ligand-free cyclocarbonylation reaction for the synthesis of flavones has been developed. Various flavone derivatives were isolated in excellent yields with excellent functional group tolerances. Additionally, catalyst reuse experiments were performed successfully as well.
