Nucleophilic attack of intramolecular hydroxyl groups on electron-rich aromatics using hypervalent iodine(III) oxidation
作者:Kayoko Hata、Hiromi Hamamoto、Yukiko Shiozaki、Simon B. Cämmerer、Yasuyuki Kita
DOI:10.1016/j.tet.2007.02.118
日期:2007.5
The hypervalent iodine(III) reagent, phenyliodine bis(trifluoroacetate) (PIFA)-mediated oxidative nucleophilic substitution of electron-rich aromatics involving aromatic cation radical intermediates was utilized in the direct aromatic carbon–oxygen bond formation reaction, and a novel and simple synthetic method for chroman derivatives was developed. As an extension of this methodology, a facile access
Aniline Derivatives from Lignin under Mild Conditions Enabled by Electrochemistry
作者:Antonio A. Castillo‐Garcia、Christian Oliver Kappe、David Cantillo、Katalin Barta
DOI:10.1002/cssc.202301374
日期:2024.2.8
Electrochemical oxidation of lignin-derived guaiacols & syringols leads to cyclohexadienone intermediates in moderate to good yields. These react with ethyl glycinate hydrochloride undermildconditions to afford lignin-based anilines. This methodology can be incorporated to reductive catalytic fractionation processes towards selective obtention of 4-propanol-2-methoxyaniline (1Gb) and 4-propyl-2-methoxyaniline