Synthesis of Oxindoles by Iron-Catalyzed Oxidative 1,2-Alkylarylation of Activated Alkenes with an Aryl C(sp2)H Bond and a C(sp3)H Bond Adjacent to a Heteroatom

被引:392
|
作者
Wei, Wen-Ting [1 ]
Zhou, Ming-Bo [1 ]
Fan, Jian-Hong [1 ]
Liu, Wei [1 ]
Song, Ren-Jie [1 ]
Liu, Yu [1 ]
Hu, Ming [1 ,2 ]
Xie, Peng [1 ,2 ]
Li, Jin-Heng [1 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China
[2] Hunan Normal Univ, Minist Educ, Key Lab Chem Biol & Tradit Chinese Med Res, Changsha 410081, Hunan, Peoples R China
关键词
alkenes; difunctionalization; ethers; iron; oxindoles; C-H BONDS; ASYMMETRIC INTRAMOLECULAR ARYLATION; EFFICIENT SYNTHESIS; ALPHA-ARYLATION; CARBENE LIGAND; HECK REACTION; FUNCTIONALIZATION; CLEAVAGE; CARBON; OXIDE;
D O I
10.1002/anie.201210029
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Difunctionalization: Inexpensive and environmentally benign FeCl 3 catalyzes the oxidative 1,2-alkylarylation of activated alkenes with an aryl C(sp2)-H bond and a C(sp3)-H bond adjacent to a heteroatom. This reaction is a new strategy for the synthesis of oxindoles and makes use of DBU as ligand and TBHP as oxidant (see scheme, TBHP=tert-butyl hydrogenperoxide). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:3638 / 3641
页数:4
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