7471-72-9Relevant academic research and scientific papers
Efficient halogenation synthesis method of aryl halide
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Paragraph 0202-0205, (2021/03/31)
The invention discloses an efficient halogenation synthesis method of aryl halide. The method comprises the following step: in the presence of a catalyst (sulfoxide or oxynitride), a halogenation reagent and a solvent, carrying out a halogenation reaction on an aromatic ring compound to obtain the aryl halide. According to the present invention, in the presence of a catalyst (sulfoxide or nitrogenoxide), a halogenation reagent and a solvent, the aromatic ring is subjected to an efficient halogenation reaction, such that the very useful aryl halide can be obtained with high activity and high selectivity; and by adopting the method disclosed by the invention, aryl halides can be efficiently synthesized, and the method has a wide application prospect in actual production.
A Copper Halide Promoted Regioselective Halogenation of Coumarins Using N-Halosuccinimide as Halide Source
Su, Jinling,Zhang, Yan,Chen, Mingren,Li, Weiming,Qin, Xuewei,Xie, Yanping,Qin, Lixiao,Huang, Shihua,Zhang, Min
supporting information, p. 630 - 634 (2019/03/08)
A safe, convenient, and regioselective synthesis of 3-halo coumarins using a metal halide (CuX 2 alone or with ZnX 2) promoted halogenation with N -halosuccinimide (NXS) as halide source is reported. The synthesis involved the steady in situ generation of highly reactive positive halogen (X +) by the coordination of copper or zinc with the N -halosuccinimide and subsequent electrophilic aromatic substitution of the electron-deficient coumarins. This procedure works well also for the halogenation of less electron-rich naphthoquinones, flavones, and methoxypsoralen in moderate to quantitative yields. This protocol features simple experimental conditions using readily available inexpensive reagents and provides a convenient approach to the chlorination or bromination of some useful heteroaromatic compounds.
Structural modification of a specific antimicrobial lead against Helicobacter pylori discovered from traditional Chinese medicine and a structure-activity relationship study
Zhang, Bang-Le,Fan, Cheng-Qi,Dong, Lei,Wang, Fang-Dao,Yue, Jian-Min
experimental part, p. 5258 - 5264 (2011/01/04)
Psoralen (1a) was found to be a specific and potent antimicrobial lead against Helicobacter pylori (H. pylori) from a traditional Chinese medicine (TCM) in the bioassay directed isolation. A series of structurally diverse analogues of 1a were thus designed and synthesized to improve the antimicrobial potency, some of which showed more potent activities than the lead compound (1a) against H. pylori. Among them, compound 25a is 16-fold stronger (MIC = 0.39 μg/mL) than 1a (MIC = 6.25 μg/mL), and is even potent than the positive control metronidazole (MIC = 0.50 μg/mL). The in vitro antimicrobial activities against H. pylori of these structurally diverse analogues based on the scaffold of 1a have also led to an outline of structure-activity relationship.
The oxidized products of 8-methoxypsoralen (8-MOP) with H2O2-NaOCl
Murakami,Morimoto,Matsuo,Nagai,Ueda,Sakakibara,Mizuno,Esaki
, p. 2715 - 2717 (2007/10/02)
In order to obtain adducts of 8-methoxypsoralen (8-MOP, 1) and singlet oxygen (1O2), the oxidation of 1 with chemically generated singlet oxygenin H2O2 -NaOCl was undertaken. Bioassay-directed fractionation of the crude oxidized products has led to the isolation and characterization of a novel derivative of 1, 2,3-dihydro-2,9-dimethoxy-3-hydroxy-7H-furo[3,2-g][1]benzopyran-7-one (2) as a substance inhibiting chemotactic activity of polymorphonuclear neutrophils toward anaphylatoxin C5(a) des Arg. The structure of 2 was determined from the spectroscopic data and by correlation with its acetate (2a). Furthermore, the oxidation of 1 in H2O2-NaOCl afforded 5-chloro-9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one (3) and 6-formyl-7-hydroxy-8-methoxy-2H-1-benzopyran-2-one (4) along with 1, but they exhibited no such activity.
