124394-22-5Relevant academic research and scientific papers
Dienediolates of α,β-unsaturated carboxylic acids in synthesis: A new synthetic method to 2-pyridones
Brun, Eva M.,Gil, Salvador,Mestres, Ramón,Parra, Margarita
, p. 1088 - 1090 (1999)
We report a simple procedure for the preparation of 4,6-disubstituted and 3,4,6-trisubstituted-2-pyridones and 3-substituted-1-isoquinolones, in good yields, from lithium dienediolates of α,β-unsaturated carboxylic acids and nitriles.
Nickel-Catalyzed Tandem Reaction of Functionalized Arylacetonitriles with Arylboronic Acids in 2-MeTHF: Eco-Friendly Synthesis of Aminoisoquinolines and Isoquinolones
Zhen, Qianqian,Chen, Lepeng,Qi, Linjun,Hu, Kun,Shao, Yinlin,Li, Renhao,Chen, Jiuxi
supporting information, p. 106 - 111 (2019/12/11)
The first example of the nickel-catalyzed tandem addition/cyclization of 2-(cyanomethyl)benzonitriles with arylboronic acids in 2-MeTHF has been developed, which provides the facile synthesis of aminoisoquinolines with good functional group tolerance under mild conditions. This chemistry has also been successfully applied to the synthesis of isoquinolones by the tandem reaction of methyl 2-(cyanomethyl)benzoates with arylboronic acids. The use of the bio-based and green solvent 2-MeTHF as the reaction medium makes the synthesis process environmentally benign. The synthetic utility of this chemistry is also indicated by the synthesis of biologically active molecules.
Tandem addition/cyclization for access to isoquinolines and isoquinolones via catalytic carbopalladation of nitriles
Qi, Linjun,Hu, Kun,Yu, Shuling,Zhu, Jianghe,Cheng, Tianxing,Wang, Xiaodong,Chen, Jiuxi,Wu, Huayue
supporting information, p. 218 - 221 (2017/11/27)
The first example of the palladium-catalyzed sequential nucleophilic addition followed by an intramolecular cyclization of functionalized nitriles with arylboronic acids has been achieved, providing an efficient synthetic pathway to access structurally di
Copper-catalyzed selective synthesis of isoindolin-1-ones and isoquinolin-1-ones from the three-component coupling of 2-halobenzoic acid, alkynylcarboxylic acid and ammonium acetate
Irudayanathan, Francis Mariaraj,Noh, Jieun,Choi, Jinseop,Lee, Sunwoo
, p. 3433 - 3442 (2015/01/09)
Isoindolin-1-ones and isoquinolin-1-ones were selectively synthesized from the reaction of 2-halobenzoic acid, arylalkynylcarboxylic acid and ammonium acetate (NH4OAc) in the presence of cesium carbonate (Cs2CO3) and a copper catalyst. Conducting the reaction under one-pot conditions provided isoindolin-1-ones in good yields. Changing the addition sequence of ammonium acetate after all reagents had reacted at 120 °C for 6 h selectively produced isoquinolin-1-ones. A variety of arylalkynylcarboxylic acids produced the corresponding isoindolin-1-ones and isoquinolin-1-ones in good yields.
Synthesis of functionalized isoquinolin-1(2H)-ones by copper-catalyzed α-arylation of ketones with 2-halobenzamides
Shi, Yan,Zhu, Xuebin,Mao, Haibin,Hu, Hongwen,Zhu, Chengjian,Cheng, Yixiang
supporting information, p. 11553 - 11557 (2013/09/12)
Copper is key: A concise route to isoquinolin-1(2H)-ones from simple and readily available starting materials is provided by an efficient copper-catalyzed annulation of ketones with 2-halobenzamides. The method is applicable to a wide range of ketones con
Synthesis of new 3-arylisoquinolinamines: Effect on topoisomerase I inhibition and cytotoxicity
Cho, Won-Jea,Min, Sun Young,Le, Thanh Nguyen,Kim, Tae Sung
, p. 4451 - 4454 (2007/10/03)
To investigate the structure-activity relationships of 3-arylisoquinolines, diverse substituted 3-aryisoquinolinamines were synthesized and tested in vitro antitumor activity against four tumor cell lines. Some of the compounds showed potent topoisomerase I inhibitory activity. Docking study of 7d with topoisomerase I-DNA complex was also performed.
A new synthetic method to 2-pyridones
Brun, Eva M.,Gil, Salvador,Mestres, Ramon,Parra, Margarita
, p. 273 - 280 (2007/10/03)
We report here a simple procedure for the preparation of 4,6- disubstituted- and 3,4,6-trisubstituted-2-pyridones and 3-substituted- isoquinol-1-ones, in good yields, from lithium diene-diolates and nitriles.
Organopalladium mediated synthesis of isocarbostyrils
Nagarajan, A.,Balasubramanian, Tiruvenkat R.
, p. 67 - 68 (2007/10/02)
3-Substituted-isocarbostyrils have been synthesised by the cyclisation of 2-alkynylbenzamides with palladium reagents.
