2839-50-1Relevant academic research and scientific papers
SNAr Reaction/Claisen Rearrangement Approach to 2,4-Diisoprenylxanthones: Total Synthesis of Garcinone A
Mochizuki, Miho,Fujimoto, Yuuki,Yanai, Hikaru,Matsumoto, Takashi
, p. 1511 - 1516 (2020)
A total synthesis of garcinone A, a natural xanthone possessing a 2,4-diisoprenylated structure, was accomplished by utilizing a readily available 1,3-difluoroxanthone derivative as the key intermediate through the installation of two isoprenyl side chains by an SNAr reaction with the alkoxide of 1,1-dimethylallyl alcohol followed by a Claisen rearrangement. The strategy also permitted the selective installation of mutually different allylic moieties at the C2 and C4 positions.
Synthesis of xanthones from 4-(2-phenoxyphenyl)-1-tosyl-1H-1,2,3-triazole via rhodium-catalyzed annulation/oxidation
Anna,Chen, Zhaohang,Gao, Juanhong,Li, Chao,Qiao, Hongwei,Zhu, Mengyao
, (2021/10/19)
A series of xanthone derivatives were synthesized by rhodium-catalyzed cycloaddition and sequential oxidation. The derivatives synthesized for excellent yields, including electron-withdrawing and electron-donating substituents, demonstrated the wide applicability of the proposed approach. The xanthones synthesized with different substituent electron effects may go through the same intermediate via two cycloadditions. It is highlighted that the protocol was exemplified by its successful integration into a one-pot synthesis directly from 1-ethynyl-2-phenoxybenzene. We believe that the current method may be an attractive option for the synthesis of xanthone and its derivatives.
Copper-Catalyzed One-Pot Synthesis of Dibenzofurans, Xanthenes, and Xanthones from Cyclic Diphenyl Iodoniums
Zhu, Daqian,Li, Min,Wu, Zhouming,Du, Yongliang,Luo, Bingling,Huang, Peng,Wen, Shijun
, p. 4566 - 4571 (2019/07/09)
Oxygenation of cyclic diphenyl iodoniums (CDPIs) with varied medium-ring sizes has been fully investigated. This practical copper-catalyzed tandem reaction of CDPIs with water as the oxygen source enables the construction of derivatised dibenzofurans and xanthenes at moderate to good yields. Moreover, structurally important xanthones are also successfully accessed under the oxygenation conditions with additional TEMPO.
Concise synthesis of xanthones by the tandem etherification—Acylation of diaryliodonium salts with salicylates
Liu, Gaoxiaozheng,Wu, Chao,Chen, Bifeng,He, Ru,Chen, Chao
, p. 985 - 988 (2018/04/05)
An efficient synthetic method for multi-substituted xanthones was developed. The reaction of diaryliodonium salts and salicylates was employed for the preparation of the xanthones. This method proceeded through an intermolecular etherification-acylation t
Synthetic method for xanthone and xanthone derivatives
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Paragraph 0058; 0059; 0060, (2018/04/02)
The present invention discloses a synthetic method for xanthone and xanthone derivatives. The synthetic method comprises the following steps: using 2-aryloxybenzaldehyde represented by a formula I inthe description as a raw material, performing a reaction at the temperature of 80-110 DEG C for 12-36h in an organic solvent under the actions of a copper catalyst and an oxidant, and performing separation purification on an obtained reaction liquid to obtain the xanthone represented by a formula II in the description and the xanthone derivatives. The synthetic method provided by the invention hasthe advantages that the raw materials are cheap and easy to obtain, the method is environmentally friendly, the reaction conditions are mild, the target substrate is synthesized high efficiently, theuniversality of the functional groups is good, the operation is simple and convenient and the like.
Oxidative C-H bond functionalization and ring expansion with TMSCHN2: A copper(I)-catalyzed approach to dibenzoxepines and dibenzoazepines
Stopka, Tobias,Marzo, Leyre,Zurro, Mercedes,Janich, Simon,Würthwein, Ernst-Ulrich,Daniliuc, Constantin G.,Alemán, José,Manche?o, Olga García
supporting information, p. 5049 - 5053 (2015/04/27)
Tricyclic dibenzoxepines and dibenzazepines are important therapeutic agents for the pharmaceutical industry and academic research. However, their syntheses are generally rather tedious, requiring several steps that involve a Wagner-Meerwein-type rearrangement under harsh conditions. Herein, we present the first copper(I)-catalyzed oxidative C-H bond functionalization and ring expansion with TMSCHN2 to yield these important derivatives in a facile and straightforward way. Cut a long story short: Tricyclic dibenzoxepines and dibenzazepines are important therapeutic agents for pharmaceuticals, but their syntheses are generally rather tedious. A copper(I)-catalyzed oxidative C-H bond functionalization and ring expansion sequence with TMSCHN2 has been developed to yield these important derivatives in a facile and straightforward way.
New Methodology for the Synthesis of Xanthones
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Paragraph 0026; 0043, (2014/05/07)
Methods are provided for forming a xanthone derivative via reacting a 2-substituted benzaldehyde with a phenol derivative to form the xanthone derivative.
Broadening the catalyst and reaction scope of regio- and chemoselective C-H oxygenation: A convenient and scalable approach to 2-acylphenols by intriguing Rh(ii) and Ru(ii) catalysis
Shan, Gang,Han, Xuesong,Lin, Yun,Yu, Shanyou,Rao, Yu
, p. 2318 - 2322 (2013/04/10)
A unique Rh(ii) and Ru(ii) catalyzed C-H oxygenation of aryl ketones and other arenes has been developed for the facile synthesis of diverse functionalized phenols. The reaction demonstrates excellent reactivity, regio- and chemoselectivity, good functional group compatibility and high yields. The practicality of this method has been proved by gram-scale synthesis of a few different 2-acylphenols. Its utility has been well exemplified in further applications in heterocycle synthesis and direct modifications of drug Fenofibrate.
Copper-catalyzed ortho-acylation of phenols with aryl aldehydes and its application in one-step preparation of xanthones
Hu, Jun,Adogla, Enoch A.,Ju, Yong,Fan, Daping,Wang, Qian
supporting information, p. 11256 - 11258 (2013/01/15)
In the presence of triphenylphosphine, copper(ii) chloride can catalyze an intermolecular ortho-acylation reaction of phenols with aryl aldehydes. The reaction proceeds smoothly with a wide range of starting materials, and furthermore, it can be used to s
