67698-66-2Relevant academic research and scientific papers
An organocatalytic method for the synthesis of some novel xanthene derivatives by the intramolecular Friedel-Crafts reaction
Yildiz, Tülay,Kü?ük, Hatice Ba?pinar
, p. 16644 - 16649 (2017/03/24)
An efficient organocatalytic method for the synthesis of new substituted 9-arylxanthenes (2a-2u) starting from diarylcarbinol compounds with an arenoxy group (1a-1u) has been developed using the intramolecular Friedel-Crafts reaction. The substrates were
Metal-free oxidative coupling: Xanthone formation via direct annulation of 2-aryloxybenzaldehyde using tetrabutylammonium bromide as a promoter in aqueous medium
Rao, Honghua,Ma, Xinyi,Liu, Qianzi,Li, Zhongfeng,Cao, Shengli,Li, Chao-Jun
supporting information, p. 2191 - 2196 (2013/10/01)
A metal-free intramolecular annulation of 2-aryloxybenzaldehydes to xanthones is disclosed, which proceeds through the direct oxidative coupling of an aldehyde C-H bond and aromatic C-H bonds using tetrabutylammonium bromide (TBAB) as a promoter in aqueous medium. This strategy works smoothly in the presence of both electron-donating and electron-withdrawing groups, and displays good tolerance towards catalytically reactive substituents, thus promising further functionalizations of xanthone products.
Palladium-catalyzed intramolecular C-H arylation of arenes using tosylates and mesylates as electrophiles
Nervig, Christine S.,Waller, Peter J.,Kalyani, Dipannita
supporting information, p. 4838 - 4841,4 (2020/09/16)
This paper describes a method for the palladium catalyzed intramolecular C-H arylation using tosylates and mesylates as electrophiles. The transformation is efficient for the synthesis of various heterocyclic motifs including furans, carbazoles, indoles, and lactams. Additionally, a protocol for the one-pot sequential tosylation/arylation of phenol derivatives is presented.
Ligand-free copper-catalyzed O-arylation of nitroarenes with phenols
Chen, Jiuxi,Wang, Xingyong,Zheng, Xingwang,Ding, Jinchang,Liu, Miaochang,Wu, Huayue
supporting information, p. 8905 - 8907 (2012/10/29)
The first example of ligand-free copper-catalyzed O-arylation of nitroarenes with phenols was developed, achieving unsymmetrical diaryl ethers in moderate to excellent yields. This arylation proceeded smoothly without promotion of the ligands, and displayed great functional group compatibility. Thus, the method represents a new, facile, and cost-effective approach to access unsymmetrical diaryl ethers.
The coupling of arylboronic acids with nitroarenes catalyzed by rhodium
Zheng, Xingwang,Ding, Jinchang,Chen, Jiuxi,Gao, Wenxiao,Liu, Miaochang,Wu, Huayue
supporting information; experimental part, p. 1726 - 1729 (2011/05/06)
The coupling of arylboronic acids with electron-deficient nitroarenes was realized for the first time by using a rhodium(I) catalyst under an air atmosphere, achieving unsymmetrical diaryl ethers with yields ranging from poor to good. From a deuterium labeling experiment, the oxygen atom is derived from ambient water. The efficiency of this reaction was demonstrated by its compatibility with fluoro, bromo, chloro, and trifluoromethyl groups.
Cu-catalyzed arylation of phenols: Synthesis of sterically hindered and heteroaryl diaryl ethers
Maiti, Debabrata,Buchwald, Stephen L.
supporting information; experimental part, p. 1791 - 1794 (2010/05/01)
"Chemical Equation Presentation" Cu-catalyzed O-arylation of phenols with aryl iodides and bromides can be performed under mild condition in DMSO/K3PO4 with use of picolinic acid as the ligand for copper. This method tolerates a variety of functional groups and is effective in the synthesis of hindered diaryl ethers and heteroaryl ethers.
Efficient palladium-catalyzed coupling reactions of aryl bromides and chlorides with phenols
Hu, Tongjie,Schulz, Thomas,Torborg, Christian,Chen, Xiaorong,Wang, Jun,Beller, Matthias,Huang, Jun
supporting information; scheme or table, p. 7330 - 7332 (2010/06/14)
A convenient and general palladium-catalyzed coupling reaction of aryl bromides and chlorides with phenols was developed. Various functional groups such as nitriles, aldehydes, ketones and esters are well tolerated and the corresponding products are obtained in good to excellent yield.
