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

页码：10189 / 10191

页数：3

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