809274-78-0Relevant academic research and scientific papers
N-Methylphenothiazine S-Oxide Enabled Oxidative C(sp2)–C(sp2) Coupling of Boronic Acids with Organolithiums via Phenothiaziniums
Yoshida, Tatsuki,Honda, Yuki,Morofuji, Tatsuya,Kano, Naokazu
, p. 9664 - 9668 (2021/12/17)
Herein, we report the development of a transition-metal-free oxidative C(sp2)–C(sp2) coupling of readily available boronic acids and organolithiums via phenothiazinium ions. Various biaryl, styrene, and diene derivatives were obtained using this reaction system. The key to this process is N-methylphenothiazine S-oxide (PTZSO), which allows efficient conversion of boronic acids to phenothiazinium ions. The mechanism of phenothiazinium formation using PTZSO was investigated using theoretical calculations and experiments, which provided insight into the unique reactivity of PTZSO.
Preparation method of fused ring compound
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Paragraph 0116-0118; 0120; 0122, (2020/12/10)
The invention discloses a preparation method of a fused ring compound III. The preparation method comprises the following step: in a solvent and in the presence of palladium acetate, alkali and a ligand, carrying out a reaction shown in the specification on a compound I and a compound II to obtain a compound III. The preparation method disclosed by the invention is relatively good in compatibilitywith a substrate, various polycyclic aromatic hydrocarbon compounds can be simply obtained in a short period of time through convergent synthesis, and particularly, heteroatom-containing polycyclic aromatic hydrocarbon shows extremely excellent regioselectivity.
Sequential Cross-Coupling/Annulation of ortho-Vinyl Bromobenzenes with Aromatic Bromides for the Synthesis of Polycyclic Aromatic Compounds
Wei, Dong,Li, Meng-Yao,Zhu, Bin-Bin,Yang, Xiao-Di,Zhang, Fang,Feng, Chen-Guo,Lin, Guo-Qiang
supporting information, p. 16543 - 16547 (2019/11/03)
A sequential cross-coupling/annulation of ortho-vinyl bromobenzenes with aromatic bromides was realized, providing a direct and modular approach to access polycyclic aromatic compounds. A vinyl-coordinated palladacycle was proposed as the key intermediate for this sequential process. Excellent chemoselectivity and regioselectivity were observed in this transformation. The practicability of this method is highlighted by its broad substrate scope, excellent functional group tolerance, and rich transformations associated with the obtained products.
A new route to π-extended polycyclic aromatic hydrocarbons via cross-dehydrogenative coupling
Jafarpour, Farnaz,Ayoubi-Chianeh, Mojgan,Abbasnia, Masoumeh,Azizzade, Meysam
, p. 2930 - 2934 (2017/08/15)
A palladium-catalyzed cross-dehydrogenative coupling of phenanthrenes with simple arenes was developed. This protocol provides an opportunity for producing π-extended polycyclic aromatic hydrocarbons with minimum waste and high atomic efficiency under mild and ligand-free conditions.
Synthesis of cyclopenta-fused polycyclic aromatic hydrocarbons utilizing aryl-substituted anilines
Choi, Yeojin,Chatterjee, Tanmay,Kim, Jun,Kim, Jun Soo,Cho, Eun Jin
, p. 6804 - 6810 (2016/07/23)
Cyclopenta-fused polycyclic aromatic hydrocarbons (CP-PAHs), potentially electronically and biologically highly active materials, were synthesized from readily available 2-aryl-substituted anilines. Reactions occur under extremely mild, room temperature conditions using tBuONO as the sole reagent. The use of a nitrite source generates a reactive diazonium intermediate in situ that then reacts with a tethered polycyclic aromatic moiety by intramolecular aromatic substitution. This protocol could be presented as one of the simplest methods to access CP-PAHs.
Method for synthesizing medical intermediate phenanthrene compound in diisopropylamine environment
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Paragraph 0051; 0052; 0053; 0054, (2016/10/10)
The invention relates to a method for synthesizing a phenanthrene compound shown in the formula (I) in a diisopropylamine environment. The method comprises steps as follows: in the inert atmosphere, in the presence of a catalyst, organic ligands and diisopropylamine, a compound shown in the formula (II) and a compound shown in the formula (III) are subjected to a reaction in a solvent, and the compound shown in the formula (I) is obtained, wherein each of R1 and R2 independently represents H, C1-C6 alkyl, C1-C6 alkoxy or halogen; R3 represents C6-C10 aryl or C5-C8 heteroaryl, C6-C10 aryl or C4-C8 heteroaryl is substituted with 1-3 substituents, and the substituents are C1-C6 alkyl or halogen. The method has a good effect through selection of the proper catalyst, organic ligands, alkali and solvent and has wide industrial application prospect.
Method for synthesizing pharmaceutical intermediate phenanthrene compound by means of copper acetylacetonate
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Paragraph 0051; 0052; 0053; 0054, (2016/10/17)
The invention relates to a method for synthesizing a phenanthrene compound as shown in a formula (I) (Please see the formula (I) in the description.) by means of copper acetylacetonate.The method comprises the steps that a compound as shown in a formula (II) reacts with a compound as shown in a formula (III) (Please see the formula (II) and the formula (III) in the description.) in an inert atmosphere in the presence of a catalyst containing copper acetylacetonate, organic ligands and alkali in a solvent, and the compound as shown in the formula (I) is obtained, wherein R1 and R2 are independently selected from H or C1-C6 alkyl or C1-C6 alkoxy or halogens, R3 is C6-C10 aryl or C5-C8 ceteroary, the C6-C10 aryl or C5-C8 ceteroary is optionally substituted with 1-3 substitutional groups, and the substitutional groups are C1-C6 alkyl or the halogens.According to the method, by means of selection of the proper catalyst, organic ligands, alkali and solvent, a good effect is achieved, and the method has a wide industrial application prospect.
Synthesis of sodium hydroxide under the environment of the method for preparing the compound of pharmaceutical intermediates phenanthrene (by machine translation)
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Paragraph 0051-0054, (2016/12/01)
The invention relates to the synthesis of sodium hydroxide under the environment represented by the formula (I) of the method for compound shows the Philippines, The method comprising: under an inert atmosphere, in the catalyst, in the presence of organic ligand and sodium hydroxide, in a solvent, the following formula (II) compound of the formula (III) compound generating reaction, thus formula (I) compounds; wherein R 1, R 2 is independently H, C 1? C 6 alkyl, C 1? C 6 alkoxy or halogen; R3 is C 6? C 10 aryl or C 5? C 8 heteroaryl, the C 6? C 10 aryl or C 4? C 8 heteroaryl optionally substituted with 1? 3 plurality of substituents, the substituent is C 1? C 6 alkyl or halogen. The stated method, through suitable catalyst, organic ligand, the selection of the base and a solvent and have achieved good results, with a wide range of industrial application prospect. (by machine translation)
Method for synthesizing medical intermediate phenanthrene compound in potassium tert-butoxide environment
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Paragraph 0051-0054, (2017/03/22)
The invention relates to a method for synthesizing a medical intermediate phenanthrene compound as shown in a formula (I) in the description in a potassium tert-butoxide environment.The method comprises the steps that in an inert atmosphere, in the presen
Method for synthesizing medical intermediate phenanthrene compound in sodium ethoxide environment
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Paragraph 0051-0055, (2017/03/23)
The invention relates to a method for synthesizing a medical intermediate phenanthrene compound shown in a formula (I) in the description in a sodium ethoxide environment.The method comprises the steps that in an inert atmosphere, in the presence of a catalyst, an organic ligand and sodium ethoxide and in solvent, a compound of a formula (II) is reacted with a compound of a formula (III), and the compound of the formula (I) is obtained, wherein the formulas are in the description, R1 and R2 independently adopt H or C1-C6 alkyl groups or C1-C6 alkoxy or halogens, R3 adopts C6-C10 aryl groups or C5-C8 heteroaryl, C6-C10 aryl groups or C4-C8 heteroaryl is optionally substituted for 1-3 substituent groups, and the substituent groups adopt the C1-C6 alkyl groups or halogens.According to the method for synthesizing the medical intermediate phenanthrene compound shown in the formula (I) in the description in the sodium ethoxide environment, by means of proper selection of the catalyst, the organic ligand, alkali and the solvent, the good effect is achieved, and a wide industrial application prospect is achieved.
