27257-06-3Relevant articles and documents
The Baeyer-Villiger oxidation versus aromatic ring hydroxylation: Competing organic peracid oxidation mechanisms explored by multivariate modelling of designed multi-response experiments
Gambarotti, Cristian,Bj?rsvik, Hans-René
, p. 619 - 628 (2015/09/28)
Peroxy acids can be used as the terminal oxidant for the Baeyer-Villiger oxidation of acetophenones and for direct ring hydroxylation of methoxy-substituted benzenes. An oxidative system involving 3-chloroperbenzoic acid (mCPBA) and 2,6-dimethoxyacetophenone as model substrate was investigated by means of statistical experimental design, multivariate modelling and response surface methodology. The outcome of the organic peracid oxidation experiments was portrayed by a multi-response matrix consisting of the yields of three different compounds; 2,6-dimethoxyphenyl acetate, 1-(4-hydroxy-2,6-dimethoxy-phenyl)ethanone and 3-hydroxy-2,6-dimethoxy-phenyl acetate. The optimized reaction protocol was utilized to investigate a series of various substituted acetophenones. The overall investigation revealed that both the molecular structure of the acetophenone substrate and the experimental conditions exhibited a substantial impact on whether the oxidation reaction follows the oxygen insertion or direct ring hydroxylation mechanism. An improved protocol for the direct ring hydroxylation was also obtained from the experimental and modelling described herein.
Gold(III)-catalyzed direct acetoxylation of arenes with iodobenzene diacetate
Qiu, Di,Zheng, Zhitong,Mo, Fanyang,Xiao, Qing,Tian, Yu,Zhang, Yan,Wang, Jianbo
supporting information; experimental part, p. 4988 - 4991 (2011/11/13)
AuCl3-catalyzed direct acetoxylation of electron-rich aromatic compounds has been achieved with iodobenzene diacetate as the acetoxylation reagent.
Efficient and green telescoped process to 2-methoxy-3-methyl-[1,4] benzoquinone
Rodriguez Gonzalez, Raquel,Gambarotti, Cristian,Liguori, Lucia,Bjorsvik, Hans-Rene
, p. 1703 - 1706 (2007/10/03)
A telescoped process for the preparation of 2-methoxy-3-methyl-[1,4] benzoquinone is disclosed. When this novel process is compared to the prevailing method that utilizes Na2Cr2O7 as the oxidant, the novel process represen