102023-92-7Relevant academic research and scientific papers
Synthesis of xanthones, thioxanthones and Acridones by a metal-free photocatalytic oxidation using visible light and molecular oxygen
Chinchilla, Rafael,Torregrosa-Chinillach, Alejandro
, (2021/06/12)
9H-Xanthenes, 9H-thioxanthenes and 9,10-dihydroacridines can be easily oxidized to the corresponding xanthones, thioxanthones and acridones, respectively, by a simple photo-oxidation procedure carried out using molecular oxygen as oxidant under the irradiation of visible blue light and in the presence of riboflavin tetraacetate as a metal-free photocatalyst. The obtained yields are high or quantitative.
Copper-catalyzed synthesis of N-aryl acridones from 2-amino benzophenones and aryl boronic acids via sequential double oxidative C–N coupling
He, Yang,Xu, Liang,Zhang, Jinli,Wei, Yu
, (2019/12/27)
Pot-economic synthesis of N-aryl acridones was performed with 2-aminobenzophenones and aryl boronic acids as starting materials. Cu-catalyzed chelation-assisted oxidative C–N cross-coupling reactions were well merged with the following intra-molecular oxidative dehydrogenative C–H amination reactions under an air atmosphere. The use of reagent capsules can further resolve the compatibility problem of reagents and simplify the operational process, providing a more straightforward access to the target products.
Synthesis of Acridones by Palladium-Catalyzed Buchwald-Hartwig Amination
Janke, Julia,Villinger, Alexander,Ehlers, Peter,Langer, Peter
, p. 817 - 820 (2019/04/25)
The Buchwald-Hartwig amination allows an efficient and convenient synthesis of biologically and pharmaceutically important acridones by formation of a six-membered ring. With the described method, a number of derivatives have been synthesized in up to 95% yield by using a variety of anilines as well as benzylic and aliphatic amines.
Synthesis of 1,2-Dioxetanes as Thermochemiluminescent Labels for Ultrasensitive Bioassays: Rational Prediction of Olefin Photooxygenation Outcome by Using a Chemometric Approach
Andronico, Luca A.,Quintavalla, Arianna,Lombardo, Marco,Mirasoli, Mara,Guardigli, Massimo,Trombini, Claudio,Roda, Aldo
supporting information, p. 18156 - 18168 (2016/12/16)
Great interest in new thermochemiluminescent (TCL) molecules, for example, in bioanalytical assays, has prompted the design and synthesis of a small library of more than 30 olefins to be subjected to photooxygenation, with the aim of obtaining new 1,2-dioxetane-based TCL labels with optimized properties. Fluorine atoms on the acridan system remarkably stabilize 1,2-dioxetanes when they are located in the 3- and/or 6-position (4 h and 4 i). On the other hand, 2,7-difluorinated acridan dioxetane (4 j) showed a significantly enhanced fluorescence quantum yield with respect to the unsubstituted dioxetane (4 a). Some of the synthesized olefins did not undergo singlet oxygen addition and a rationale was sought to ease the photooxygenation step, leading to the TCL dioxetanes. A chemometric approach has been adopted to exploit principal component analysis and linear discriminant analysis of the structural and electronic molecular descriptors obtained by DFT optimizations of olefins 3. This approach allows the steric and electronic parameters that govern dioxetane formation to be revealed.
Copper-catalyzed intramolecular direct amination of sp2 C-H bonds for the synthesis of N-aryl acridones
Zhou, Wang,Liu, Yong,Yang, Youqing,Deng, Guo-Jun
supporting information, p. 10678 - 10680 (2012/11/07)
A copper-catalyzed approach for the synthesis of N-aryl acridones via sp2 C-H bond amination using air as oxidant under neutral conditions is disclosed. This reaction not only provides a complementary method for synthesizing medicinally important acridones, but also offers a new strategy for sp2 C-H bond amination.
12-Organyldibenzazocine-5,7-diones
Hellwinkel, Dieter,Ittemann, Peter
, p. 3165 - 3197 (2007/10/02)
The title compounds 10, 23 are formed in low yields on treatment of 2,2'-organylimino-bisbenzoic acid esters 8 with methyllithium, but in high yields in the intramolecular ester condensation with sodium hydride of triarylamines 12, containing o-acetyl-, a
Dibenzoheterocine-5,7-diones
Hellwinkel, Dieter,Ittemann, Peter,Bohnet, Siegbert
, p. 858 - 860 (2007/10/02)
Dibenzoheterocine-5,7-diones are synthesized by intramolecular ester condensations.Ring inversions of their distorted boat conformations occur with activation barriers of 10-15(42-62) kcal(kJ)/mole. - Keywords: Dibenzoheterocine-5,7-diones, Synthesis, NMR Spectra, Stereochemistry, Ring Inversion
