76048-13-0Relevant academic research and scientific papers
Oxidative dearomatization of phenols and anilines via λ3 - and λ5-iodane-mediated phenylation and oxygenation
Quideau, Stephane,Pouysegu, Laurent,Ozanne, Aurelie,Gagnepain, Julien
, p. 201 - 216 (2007/10/03)
Treatment of 2-methylphenols with chloro(diphenyl)-λ3- iodane led to their regioselective dearomatizing 2-phenylation into cyclohexa-2,4-dienone derivatives via a proposed ligand coupling reaction. In the same vein of investigation, treatment of 2-methylanilines with the λ5-iodane 2-iodoxybenzoic acid IBX reagent led to their regioselective dearomatization into previously undescribed ortho-quinol imines.
Regioselective hypervalent-iodine(III)-mediated dearomatizing phenylation of phenols through direct ligand coupling
Ozanne-Beaudenon, Aurelie,Quideau, Stephane
, p. 7065 - 7069 (2007/10/03)
(Chemical Equation Presented) Dearomatization: Treatment of phenols and naphthols substituted at the ortho position by a small electron-donating group D with chlorodiphenyl-λ3-iodane leads to their regioselective ortho phenylation to give cyclohexa-2,4-dienone derivatives (see scheme). The mechanism of this reaction involves a nonradical direct coupling of the ligands.
Pentavalent Organobismuth Reagents. Part 2. The Phenylation of Phenols.
Barton, Derek H. R.,Bhatnagar, Neerja Yadav,Blazejewski, Jean-Claude,Charpiot, Brigitte,Finet, Jean-Pierre,et al.
, p. 2657 - 2666 (2007/10/02)
The phenylation of a variety of phenols by pentavalent bismuth reagents under neutral, acid and basic conditions has been investigated.Under basic conditions well defined pentavalent intermediates have been isolated and fully characterised.Their decomposition gives only ortho-C-phenylation (except in the case of a p-nitrophenol derivative).O-Phenylation is seen under neutral or acidic conditions.Another mechanism is proposed to explain this reaction with no pentavalent bismuth intermediate.
Comparative arylation reactions with pentaphenylbismuth and with triphenylbismuth carbonate
Barton, Derek H. R.,Blazejewski, Jean-Claude,Charpiot, Brigitte,Lester, David J.,Motherwell, William B.,Barros Papoula, M. Teresa
, p. 827 - 829 (2007/10/02)
Pentaphenylbismuth is a useful reagent for the specific ortho-phenylation of phenols under very mild conditions, a comparison of this reagent with triphenylbismuth carbonate being drawn; arylation reactions of the carbonate have been extended to include nitrocompounds and amides.
