30839-36-2Relevant academic research and scientific papers
Ortho-Quinol Acetate Chemistry: Reactivity toward Aryl-Based Nucleophiles and Applications to the Synthesis of Natural Products
Companys, Simon,Pouységu, Laurent,Peixoto, Philippe A.,Chassaing, Stefan,Quideau, Stéphane
, p. 3990 - 3995 (2017)
Two model ortho-quinol acetates were easily prepared by iodane-mediated acetoxylative phenol dearomatization and evaluated for their reactivity toward various aryl-based nucleophiles, i.e., aryl metallic reagents and phenolic derivatives. Novel modes of reactivity, allowing the formation of biaryl linkages, were revealed and here exploited for the synthesis of two natural phenolics.
New insights into the mechanism of phenolic oxidation with phenyliodonium(III) reagents
Kuerti, Laszlo,Herczegh, Pal,Visy, Julia,Simonyi, Miklos,Antus, Sandor,Pelter, Andrew
, p. 379 - 380 (2007/10/03)
Calculations indicate that the position of oxidation of substituted phenols is in accord with the intervention of phenoxenium ions as intermediates. The lack of induction of chirality in the reaction whether using a preformed chiral iodonium reagent or a homochiral alcohol as the medium also supports this hypothesis.
