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：394

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 13期

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

页码：3638 / 3641

页数：4

共 89 条

[61] Intramolecular arylcyanation of alkenes catalyzed by nickel/AlMe2CI [J].