478801-36-4Relevant academic research and scientific papers
Substituent effect on anionic cycloaromatization of 2-(2-substituted ethynyl)benzonitriles and related molecules
Lu, Wen-Der,Lin, Chi-Fong,Wang, Chyi-Jia,Wang, Shih-Jen,Wu, Ming-Jung
, p. 7315 - 7319 (2002)
Methanolysis of 2-(2-substituted ethynyl)benzonitriles based on the nature of substituents gave 5-exo product, isoindolones and 6-endo product, isoquinolones, respectively. When a bulky substituent, such as tert-butyl group, was employed in this cyclization reaction, a 5-exo adduct was obtained. Phenyl and thienyl groups which can stabilize the α-anion affect the cyclization reaction to produce the 5-exo adducts. Pyridinyl and pyrazinyl groups can also stabilize the α-anion, but the formation of a more stable intermediate by coordination of sodium with nitrogen atom leads to the 6-endo products.
Method for preparing phenyl-2-(2'-cyanophenyl) acetylene compound through palladium catalysis
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Paragraph 0038; 0050-0054, (2020/10/05)
The invention discloses a method for preparing a phenyl-2-(2'-cyanophenyl) acetylene compound shown as a formula (IV) through palladium catalysis. The preparation method comprises the following steps:taking palladium chloride as a catalyst, sodium carbonate as an alkali and dimethyl sulfoxide as a solvent, carrying out sufficient reactions in the presence of oxygen, and carrying out after-treatment on the reaction product to obtain the phenyl-2-(2'-cyanophenyl) acetylene compound, wherein the benzonitrile compound is shown as a formula (I), acetylene is shown as a formula (II), and the iodobenzene compound is shown as a formula (III). The method is efficient and meets the green and environment-friendly requirements; and the catalytic system has wide adaptability and is suitable for large-scale production of pharmaceutical and chemical intermediates.
Lanthanide-Catalyzed Tandem Insertion of Secondary Amines with 2-Alkynylbenzonitriles: Synthesis of Aminoisoindoles
Ye, Pengqing,Shao, Yinlin,Xie, Leping,Shen, Keting,Cheng, Tianxing,Chen, Jiuxi
, p. 3681 - 3690 (2018/11/23)
A lanthanide-catalyzed intermolecular hydroamination of 2-alkynylbenzonitriles with secondary amines has been disclosed, providing a streamlined access to a range of aminoisoindoles in moderate to excellent yields. The salient features of this reaction in
Microwave-assisted cycloadditions of 2-alkynylbenzonitriles with sodium azide: selective synthesis of tetrazolo[5,1-a]pyridines and 4,5-disubstituted-2H-1,2,3-triazoles
Tsai, Chih-Wei,Yang, Shyh-Chyun,Liu, Ya-Ming,Wu, Ming-Jung
experimental part, p. 8367 - 8372 (2009/12/24)
Under microwave irradiation (75 W), treatment of 2-alkynylbenzonitriles with 1.5 equiv of sodium azide in DMSO at 140 °C gave 4,5-disubstituted-2H-1,2,3-triazoles in 60-99% yields. Additionally, adding 8 equiv of ZnBr2 and using 8 equiv of sodi
