55150-54-4Relevant academic research and scientific papers
Reaction Outcome Critically Dependent on the Method of Workup: An Example from the Synthesis of 1-Isoquinolones
Matou?, Petr,Májek, Michal,Kysilka, Ond?ej,Kune?, Ji?í,Ma?íková, Jana,R??i?ka, Ale?,Pour, Milan,Ko?ovsky, Pavel
, p. 8078 - 8088 (2021/06/21)
A striking dependence on the method of workup has been found for annulation of benzonitriles ArCN to N-methyl 2-toluamide (1), facilitated by n-BuLi (2 equiv): Quenching the reaction by a slow addition of water produced the expected 1-isoquinolones 2; by
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
, 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.
Highly Regioselective Isoquinoline Synthesis via Nickel-Catalyzed Iminoannulation of Alkynes at Room Temperature
Sun, Jian-Guo,Zhang, Xiao-Yu,Yang, Hua,Li, Ping,Zhang, Bo
, p. 4965 - 4969 (2018/09/25)
A simple and cost-efficient nickel catalytic system for the annulation of 2-haloaldimines with alkynes to synthesize 3,4-disubstituted and 3-substituted isoquinolines at room temperature has been developed. The air-stable and inexpensive Ni(dppe)Cl2 was employed as a precatalyst, and Et3N was found to be an essential additive for obtaining high yields. By using this nickel catalytic system one-pot three-component direct synthesis of isoquinolines starting with simple 2-halobenzaldehydes, tert-butylamine, and alkynes were also achieved. These reactions occur in moderate to excellent yields with complete regioselectivity. Moreover, these reactions feature a broad substrate scope, easy scalability, operational simplicity, and excellent practicality.
Synthesis method of anti-tumor medicine compound
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, (2017/08/26)
The invention relates to a synthesis method of an anti-tumor medicine compound, namely a compound shown as the formula (V). A total synthesis route of the synthesis method is shown as the description. According to the method provided by the invention, a s
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
, 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
Synthetic method of topoisomerase I inhibitor
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Paragraph 0112-0114, (2017/07/08)
The invention relates to a synthetic method of a topoisomerase I inhibitor, which is piperazine (4-methyl piperazine-1-radical)-3-phenylisoquinoline as shown in the following formula (V). A total synthetic route of the synthetic method is as shown in the
Regioselective decarboxylative cross-coupling of carboxy isoquinoline N -oxides
Rouchet, Jean-Baptiste E. Y.,Schneider, Cédric,Fruit, Corinne,Hoarau, Christophe
, p. 5919 - 5927 (2015/06/16)
A straightforward method for direct decarboxylative arylation of 1- and 3-carboxy isoquinaldic acid N-oxides with aryl iodides is reported. The reaction proceeded selectively at the carboxy function site to exclusively give the corresponding C-1/sub
Synthesis of diversified thioethers, 1-aroylalkylisoquinolin-1-yl thioethers, by electrophilic S-alkylation of 3-phenyl isoquinoline-1(2H)-thione
Manivel,Khan, F. Nawaz,Hatwar, Venkatesha R.
experimental part, p. 1932 - 1942 (2010/11/18)
A mild and efficient method for the synthesis of thioethers has been developed. The 3-phenylisoquinoline-1(2H)-thione underwent S-alkylation to afford structurally diverse sulfides in high yield. Copyright
Synthesis of some new 2,4-disubstituted hydrazinothiazoles and 2,5-disubstituted thiazolidinones
Manivel,Khan, F. Nawaz
experimental part, p. 2910 - 2922 (2010/04/05)
A series of hydrazinothiazoles has been synthesized by the condensation of thiosemicarbazones and α-bromoketones. Similarly the hydrazinothiazolidiones were prepared by the condensation of thiosemicarbazone and α-bromoesters. The newly synthesized compounds were characterized by NMR and LCMS studies.
New pyridine N-oxides as chiral organocatalysts in the asymmetric allylation of aromatic aldehydes
Malkov, Andrei V.,Westwater, Mary-Margaret,Gutnov, Andrey,Ramírez-López, Pedro,Friscourt, Frédéric,Kadl?íková, Aneta,Hoda?ová, Jana,Rankovic, Zoran,Kotora, Martin,Ko?ovsky, Pavel
experimental part, p. 11335 - 11348 (2009/04/11)
Asymmetric allylation of aromatic aldehydes 1 with allyltrichlorosilane (2) can be catalyzed by new terpene-derived bipyridine N,N′-dioxides 12-15 and an axially chiral biisoquinoline dioxide 17b with good enantioselectivities. Dioxides have been found to be more reactive catalysts than their monooxide counterparts. Crown Copyright
