N-Oxide as a Traceless Oxidizing Directing Group: Mild Rhodium(III)-Catalyzed C-H Olefination for the Synthesis of ortho-Alkenylated Tertiary Anilines

被引：166
|
作者：
Huang, Xiaolei [1 ,2 ]
Huang, Jingsheng [1 ,2 ]
Du, Chenglong [1 ,2 ]
Zhang, Xingyi [1 ,2 ]
Song, Feijie [1 ,2 ]
You, Jingsong [1 ,2 ]
机构：
[1] Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R China
[2] Sichuan Univ, State Key Lab Biotherapy, West China Med Sch, Chengdu 610064, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 49期
关键词：
anilines; CH activation; olefination; directing groups; DIRECT ARYLATION; O BOND; ACTIVATION; VERSATILE; ALKYNES; FUNCTIONALIZATION; REACTIVITY; ARENES; DEOXYGENATION; REDUCTION;
D O I：
10.1002/anie.201307174
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Double role: A traceless directing group also acts as an internal oxidant in a novel RhIII-catalyzed protocol developed for the synthesis of ortho-alkenylated tertiary anilines (see scheme). A five-membered cyclometalated RhIII complex is proposed as a plausible intermediate and confirmed by X-ray crystallographic analysis. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：12970 / 12974
页数：5
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