Oxidative dearomatization of phenols and anilines via λ3- and λ5-ilodane-mediated phenylation and oxygenation

被引:49
作者
Quideau, S
Pouységu, L
Ozanne, A
Gagnepain, J
机构
[1] Inst Europeen Chim & Biol, F-33607 Pessac, France
[2] Univ Bordeaux 1, Lab Chim Substances Vegetales, Ctr Rech & Chim Mol, F-33405 Talence, France
关键词
iodanes; phenols; anilines; dearomatization; cyclohexadienones; orthoquinol imines;
D O I
10.3390/10010201
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Treatment of 2-methylphenols with chloro(diphenyl)lambda(3)-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 lambda(5)-iodane 2-iodoxybenzoic acid IBX reagent led to their regioselective dearomatization into previously undescribed ortho-quinol imines.
引用
收藏
页码:201 / 216
页数:16
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