Lewis Acid Catalyzed Intramolecular Direct Ene Reaction of Indoles

被引：116
|
作者：
Han, Bo [1 ]
Xiao, You-Cai [1 ]
Yao, Yuan [1 ]
Chen, Ying-Chun [1 ,2 ]
机构：
[1] Sichuan Univ, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist, Dept Med Chem,W China Sch Pharm, Chengdu 610041, Peoples R China
[2] Sichuan Univ, State Key Lab Biotherapy, W China Hosp, Chengdu 610041, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 52期
关键词：
alkylation; dienamine catalysis; imino-ene reactions; indoles; Lewis acids; FRIEDEL-CRAFTS ALKYLATION; DIELS-ALDER REACTION; ALPHA; BETA-UNSATURATED ALDEHYDES; ALLYLIC ALKYLATION; ALPHA-ALKYLATION; ALLYLATION; FUNCTIONALIZATION; CONSTRUCTION; CYCLIZATIONS; ANNULATION;
D O I：
10.1002/anie.201005296
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
How to fuse heterocycles: The direct enamine-imine isomerization of indoles and subsequent intramolecular imino-ene has been observed under Lewis acid catalysis. This unique reaction occurred for indoles that contain a tethered olefin functionality, and led to fused indoline heterocycles with excellent diastereocontrol (see scheme). Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：10189 / 10191
页数：3
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