Oxidative coupling of 2-substituted 1,2-dihydro-1-naphthols using Jones reagent: a simple entry into 3,3′-disubstituted 1,1′-binaphthyl-4,4′-diols
作者:Eric Fillion、Vincent E. Trépanier、Lauren G. Mercier、Anna A. Remorova、Rebekah J. Carson
DOI:10.1016/j.tetlet.2004.12.099
日期:2005.2
2-Substituted 1,2-dihydro-1-naphthols underwent regioselective oxidative dimerization, when treated with Jones reagent, to furnish 3,3'-disubstituted 1,1'-binaphthyl-4,4'-diols. A series of symmetrical binaphthols were prepared and it was shown that the coupling reaction proceeds via the sequential oxidation of 2-substituted 1,2-dihydro-1-naphthols to 2-substituted 1-naphthols, which oxidatively dehydrodimerized. (C) 2004 Elsevier Ltd. All rights reserved.
Hypoiodite-catalysed oxidative homocoupling of arenols and tandem oxidation/cross-coupling of hydroquinones with arenes
作者:Muhammet Uyanik、Dai Nagata、Kazuaki Ishihara
DOI:10.1039/d1cc05171g
日期:——
We report the hypoiodite-catalyzed oxidative C–C homocoupling of arenols to biarenols or biquinones using aqueous hydrogen peroxide as an oxidant. In addition, by combining hypoiodite catalysis and lipophilic Lewis acid-assisted Brønsted acid catalysis under aqueous conditions, we achieved a tandem oxidation/cross-coupling reaction of hydroquinones with electron-rich arenes. These results highlight