Oxidative Dearomatization of Phenols and Anilines via λ3- and λ5-Iodane-Mediated Phenylation and Oxygenation

Molecules

Stéphane Quideau¹  Laurent Pouységu²  Aurélie Ozanne² 

[1] id="af1-molecules-10-00201">Européen de Chimie et Biologie, 2 rue Robert Escarpit, F-33607 Pessac Cedex, and Laboratoire de Chimie des Substances Végétales, Centre de Recherche en Chimie Moléculaire, Université Bordeaux 1, 351 cours de la Libération, F-33405 Talence Cedex. France. Tel. (+33) (0) 540003010, Fax (+33) (0) 5400022

关键词: Iodanes;    phenols;    anilines;    dearomatization;    cyclohexadienones;    orthoquinol imines;   

DOI  :  10.3390/10010201

来源: mdpi

【 摘 要 】

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.

【 授权许可】

Unknown   
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