60612-64-8Relevant academic research and scientific papers
Synthesis of 4-Aryl Isoquinolinedione Derivatives by a Palladium-Catalyzed Coupling Reaction of Aryl Halides with Isoquinoline-1,3(2 H,4 H)-diones
Yang, Yuanyong,Li, Yingxian,Cheng, Cheng,Yang, Guo,Zhang, Jiquan,Zhang, Yi,Zhao, Yonglong,Zhang, Lin,Li, Chun,Tang, Lei
, p. 3348 - 3353 (2018)
The palladium-catalyzed cross-coupling reaction of aryl halides with isoquinoline-1,3(2H,4H)-diones for the synthesis of 4-aryl isoquinoline-1,3(2H,4H)-diones was developed. The reaction conditions exhibit remarkable compatibility with various aryl halide
Medicinally Relevant Modification of the Isoquinoline-1,3-dione Scaffold via Metal-Free Arylation and Fluorination of Diazo Homophthalimides?-in Bronsted Acids
Dar'in, Dmitry,Golushko, Andrei,Guranova, Natalia,Kantin, Grigory,Krasavin, Mikhail,Vasilyev, Aleksander V.
, p. 3815 - 3824 (2019/10/11)
Protonation of 4-diazoisoquinoline-1,3(2 H,4 H)-diones in Bronsted acids gives rise to diazonium cations that can be trapped with arenes to give 4-arylisoquinoline-1,3(2 H,4 H)-diones (homophthalimides). This provides a new, metal-free approach to 4-aryltetrahydroisoquinolines (obtainable from respective homophthalimides by reduction). Similarly, a fluorine atom can be introduced by trapping the diazonium cation with HF. This led to the preparation of the first examples of 4-monofluoro-substituted isoquinoline-1,3-diones (as well as their 4-bromo-4-fluoro and 4-chloro-4-fluoro variants), important carboxylic acid isosteres on their own and precursors of useful 4-fluorotetrahydroisoquinoline building blocks.
Preparation method for 4-aryl isoquinoline-1,3(2H,4H)-diketone compound
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Paragraph 0078; 0079; 0080; 0081; 0127-0129, (2018/07/28)
The invention provides a preparation method for a 4-aryl isoquinoline-1,3(2H,4H)-diketone compound. The preparation method comprises the following steps: in a solvent, with imide as shown in a formula(II) which is described in the specification as a raw material, and in the presence of a palladium catalyst, a ligand and alkali, allowing the imide to react with substituted aromatic hydrocarbon asshown in a formula (III) which is described in the specification so as to generate the 4-aryl isoquinoline-1,3(2H,4H)-diketone compound as shown in a formula (I) which is described in the specification. The preparation method provided by the invention has the advantages of stable operation, high yield, low production cost, etc.; preparation of a target object can be completed by a one-step reaction; the operation is simple and convenient; the yield is high and generally reaches 90% to 99%; the use of an expensive and hazardous reagent is avoided; a synthetic method with large-scale preparationvalues is realized; conditions are stable; the yield is high; and a selection for a novel preparation method is provided for development and application of an isoquinoline diketone compound. The preparation method provided by the invention has a synthetic route as described in the specification.
