Regioselective hypervalent-iodine (III)-mediated dearomatizing phenylation of phenols through direct ligand coupling

被引:105
作者
Ozanne-Beaudenon, A
Quideau, S
机构
[1] Inst Europeen Chim & Biol, F-33607 Pessac, France
[2] Univ Bordeaux 1, Chim Organ & Organomet Lab, CNRS, UMR5802,Ctr Rech Chim Mol, F-33405 Talence, France
关键词
aromaticity; hypervalent compounds; iodine; reaction mechanisms; regioselectivity;
D O I
10.1002/anie.200501638
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(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. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7065 / 7069
页数:5
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