77440-84-7Relevant academic research and scientific papers
Transition metal-free protodecarboxylation of electron rich aromatic acids under mild conditions
Fang, Jingxian,Wang, Dangui,Deng, Guo-Jun,Gong, Hang
, p. 4503 - 4506 (2017/10/30)
A mild and practical method for the transition metal-free protodecarboxylation of aromatic acids using readily available and safe sodium persulfate as initiator was described. This environment-friendly decarboxylation approach was performed at 60 °C in ethanol and could easily scale up to the gram level with a good yield. In Particular, the tandem reactions of decarboxylation and halogenation were achieved by the addition of the corresponding halogenating reagents to the reaction system.
N-Chloro-N-methoxybenzenesulfonamide: A Chlorinating Reagent
Pu, Xiaoqiu,Li, Qingwei,Lu, Zehai,Yang, Xianjin
supporting information, p. 5937 - 5940 (2016/12/26)
A structurally simple and reactive chlorinating reagent, N-chloro-N-methoxybenzenesulfonamide, was conveniently and economically prepared in high yield. 1,3-Diketones, β-keto esters, benzoyl trifluoroacetones, phenols, anisoles, heteroarenes, and aromatic amines were successfully chlorinated, and the products were obtained in good to high yields.
CFBSA: a novel and practical chlorinating reagent
Lu, Zehai,Li, Qingwei,Tang, Minghua,Jiang, Panpan,Zheng, Hao,Yang, Xianjin
supporting information, p. 14852 - 14855 (2015/10/06)
A structurally simple, highly reactive chlorinating reagent, N-chloro-N-fluorobenzenesulfonylamine (CFBSA), was conveniently prepared from inexpensive Chloramine B in high yield. A wide range of substrates were chlorinated with it to obtain products in good to high yields and appropriate selectivity.
An efficient H2O2-based oxidative bromination of alkenes, alkynes, and aromatics by a divanadium-substituted phosphotungstate
Yonehara, Kazuhiro,Kamata, Keigo,Yamaguchi, Kazuya,Mizuno, Noritaka
supporting information; scheme or table, p. 1692 - 1694 (2011/03/22)
A divanadium-substituted phosphotungstate TBA4[γ-HPV 2W10O40] (TBA = tetra-n-butylammonium) could act as an effective homogeneous catalyst for the H2O 2-based oxidative bromination.
Regioselective copper-catalyzed chlorination and bromination of arenes with O2 as the oxidant
Yang, Lujuan,Lu, Zhan,Stahl, Shannon S.
supporting information; experimental part, p. 6460 - 6462 (2010/03/04)
Electron-rich aromatic C-H bonds undergo regioselective chlorination and bromination in the presence of CuX2, LiX (X = Cl, Br) and molecular oxygen. Preliminary mechanistic insights suggest that the bromination and chlorination reactions proceed by different pathways.
Facile Synthesis of Chloro-substituted Aromatic Ethers by Use of Benzyltrimethylammonium Tetrachloroiodate
Kajigaeshi, Shoji,Shinmasu, Youichi,Fujisaki, Shizuo,Kakinami, Takaaki
, p. 415 - 418 (2007/10/02)
The reaction of aromatic ethers with a calculated amount of benzyltrimethylammonium tetrachloroiodate in acetic acid (or dichloromethane) under mild conditions gave, selectively, the objective chloro-substituted aromatic ethers in good yields.
SUR LA REACTION ENTRE LE CHLORURE DE PYRIDINIUM ET LES NITROALCANES PRIMAIRES
Dauzonne, Daniel,Demerseman, Pierre,Royer, Rene
, p. 601 - 608 (2007/10/02)
The lack of homogeneity in the dealkylation of phenol ethers by pyridinium halides had been overcome in a few cases by the use of solvents such as quinoline.The high dissolving power of nitrohydrocarbons led us to study their behaviour in the presence of pyridinium chloride and of 2-methoxynaphthalene 1, taken as the reference ether.On one hand, nitrobenzene is a good solvent which homogenizes the reaction mixture but slows down the reaction; on the other hand, it is not so with nitroalkanes which quickly interact.Thus, a mixture of 2-methoxynaphthalene 1, nitroethane and pyridinium chloride yields, after refluxing, 1-chloro-2-methoxynaphthalene 2, 1-acetylpyridinium chloride oxime 3, acetic acid, acetohydroxamic acid 5, acetonitrile, acetamide and ammonium chloride, in various proportions according to the relative amounts of reagents or the heating duration.The unusual chlorination of 1 can be carried out with primary nitro-alkanes other than nitroethane.Methyl phenol ethers other than 1 can be halogenated if they have a sufficiently electrophilic position.With this method, we were able to synthesize a few mono- or dichlorinated compounds starting from 1,6- or 1,7-dimethoxynaphthalenes and 5-methoxybenzofuran.The study of the experiments run with varying proportions of reactants or with overaddition of one or the other of the resulting products suggests a few mechanisms.Pyridinium bromide induces the same type of reaction, but with lower yields.
