Nucleophilic attack of intramolecular hydroxyl groups on electron-rich aromatics using hypervalent iodine(III) oxidation

Nucleophilic attack of intramolecular hydroxyl groups on electron-rich aromatics using hypervalent iodine(III) oxidation
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DOI:
10.1016/j.tet.2007.02.118
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发表时间:
2007-05-07
期刊:
影响因子:
2.1
通讯作者:
Kita, Yasuyuki
Kita, Yasuyuki
中科院分区:
化学3区
文献类型:
--
作者:
Hata, Kayoko;Hamamoto, Hiromi;Kita, Yasuyuki

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利用高价碘试剂二(三氟乙酸)苯基碘(PIFA)介导的富电子芳烃与芳香阳离子自由基中间体的氧化亲核取代反应,直接进行芳香碳氧键形成反应,发展了一种简单新颖的苯并二氢吡喃衍生物的合成方法.作为该方法的延伸,还实现了对螺二烯酮衍生物的容易获得。(C)2007爱思唯尔有限公司保留所有权利。
The hypervalent iodine(III) reagent, phenyliodine bis(trifluoroacetate) (PIFA)-mediated oxidative nucleophilic substitution of electron-rich aromatics involving aromatic cation radical intermediates was utilized in the direct aromatic carbon-oxygen bond formation reaction, and a novel and simple synthetic method for chroman derivatives was developed. As an extension of this methodology, a facile access to spirodienone derivatives was also achieved. (C) 2007 Elsevier Ltd. All rights reserved.