2839-49-8Relevant academic research and scientific papers
Palladium-catalyzed oxidative double C-H functionalization/carbonylation for the synthesis of xanthones
Zhang, Hua,Shi, Renyi,Gan, Pei,Liu, Chao,Ding, Anxing,Wang, Qiuyi,Lei, Aiwen
, p. 5204 - 5207 (2012)
Two at once: Xanthones with different functional groups were obtained with CO (balloon) in the presence of a simple catalytic system that consists of Pd(OAc)2, K2S2O8, and trifluoroacetic acid (see scheme). Preliminary mechanism studies reveal that the second C-H functionalization might be the rate-determining step. Copyright
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.
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.
Ultraviolet-light-induced aerobic oxidation of benzylic C(sp3)-H of alkylarenes under catalyst- and additive-free conditions
Zhou, Jiacheng,Li, Meichao,Li, Tianci,Li, Chunmei,Hu, Xinquan,Jin, Liqun,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu
, (2021/02/01)
A mild and efficient system has been discovered for the synthesis of α-aryl carbonyl compounds via oxidation of benzylic C–H to C[dbnd]O bonds. This ultraviolet-light-mediated oxygenation reaction exhibited excellent substrate scope including various xanthenes, thioxanthenes and 9, 10-dihydroacridines and afforded the corresponding ketones with good to excellent yields under catalyst- and additive-free conditions at room temperature.
Photoredox catalysis with aryl sulfonium salts enables site-selective late-stage fluorination
Li, Jiakun,Chen, Junting,Sang, Ruocheng,Ham, Won-Seok,Plutschack, Matthew B.,Berger, Florian,Chabbra, Sonia,Schnegg, Alexander,Genicot, Christophe,Ritter, Tobias
, p. 56 - 62 (2019/11/28)
Photoredox catalysis, especially in combination with transition metal catalysis, can produce redox states of transition metal catalysts to facilitate challenging bond formations that are not readily accessible in conventional redox catalysis. For arene functionalization, metallophotoredox catalysis has successfully made use of the same leaving groups as those valuable in conventional cross-coupling catalysis, such as bromide. Yet the redox potentials of common photoredox catalysts are not sufficient to reduce most aryl bromides, so synthetically useful aryl radicals are often not directly available. Therefore, the development of a distinct leaving group more appropriately matched in redox potential could enable new reactivity manifolds for metallophotoredox catalysis, especially if arylcopper(iii) complexes are accessible, from which the most challenging bond-forming reactions can occur. Here we show the conceptual advantages of aryl thianthrenium salts for metallophotoredox catalysis, and their utility in site-selective late-stage aromatic fluorination.
REAGENTS AND PROCESS FOR DIRECT C-H FUNCTIONALIZATION
-
Page/Page column 98, (2020/06/01)
Thianthrene derivative of the Formula (I): wherein R1 to R8 may be the same or different and are selected from hydrogen, Cl, F, a partially or fully fluorinated C1 to C6 alkyl group, and wherein n is 0 or 1, with the proviso that at least one of R1 to R8 is not hydrogen and process for C-H functionalization of aromatic compounds using this compound.
Ultraviolet light promoted synthesis method of xanthone compounds
-
Paragraph 0043; 0044, (2020/05/05)
The invention discloses an ultraviolet light promoted synthesis method of a xanthone compound. The method comprises the steps: by taking a xanthene compound as a reaction substrate and oxygen in air as an oxidant, carrying out a reaction on the reaction substrate in an organic solvent at normal temperature under the condition of 380-385 nm ultraviolet irradiation, and after the reaction is finished, carrying out separation treatment to obtain the xanthone compound. According to the synthesis method disclosed by the invention, a traditional heating reaction is replaced by an illumination reaction, so that energy sources can be saved; no catalyst is used.
Visible-Light-Induced Aerobic Oxidation of Benzylic C(sp 3)-H of Alkylarenes Promoted by DDQ, tert -Butyl Nitrite, and Acetic Acid
Pan, Decheng,Wang, Yiqing,Li, Meichao,Hu, Xinquan,Sun, Nan,Jin, Liqun,Hu, Baoxiang,Shen, Zhenlu
, p. 218 - 224 (2019/01/14)
A visible-light photocatalytic aerobic oxidation of benzylic C(sp 3)-H bonds proceeded in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, tert -butyl nitrite, and acetic acid. Advantages of this aerobic oxidation method include its relatively mild conditions, the use of visible-light irradiation instead of conventional thermal methods, the use of a low catalyst loading, and the ability to oxidize a range of alkylarenes, including xanthenes, thioxanthenes, and 9,10-dihydroacridines, to the corresponding ketones in excellent yields.
Cu(0)/Selectfluor system-catalyzed intramolecular Csp2-H/Csp2-H cross-dehydrogenative coupling (CDC)
Bao, Hanyang,Hu, Xiaojun,Zhang, Jian,Liu, Yunkui
, (2019/09/30)
A Cu(0)/Selectfluor system-catalyzed intramolecular Csp2-H/Csp2-H bond cross-dehydrogenative coupling of 2-aryloxybenzaldehydes is described. A variety of substituted xanthone derivatives are synthesized in moderate to excellent yields. Reaction can also be extended to the synthesis of 9H-thioxanthen-9-one 10,10-dioxide and phenanthridin-6(5H)-ones, respectively.
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
