General and Efficient Synthesis of Indoles through Triazene-Directed C-H Annulation

被引：211
|
作者：
Wang, Chengming [1 ]
Sun, Huan [1 ]
Fang, Yan [1 ]
Huang, Yong [1 ]
机构：
[1] Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Key Lab Chem Genom, Shenzhen, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 22期
关键词：
C-H activation; indole; N-N cleavage; rhodium; triazene; N-ARYL ENAMINES; BOND FORMATION; 2,3-DISUBSTITUTED INDOLES; STEREOSELECTIVE-SYNTHESIS; OXIDATIVE CYCLIZATION; CATALYZED ANNULATION; O BOND; ACTIVATION; FUNCTIONALIZATION; ALKALOIDS;
D O I：
10.1002/anie.201301742
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Unprotected indoles are prepared with the title method, which has a wide scope for alkynes. Excellent regioselectivity was accomplished for aryl-alkyl and alkyl-alkyl disubstituted acetylenes. This reaction features an unusual 1,2 rhodium migration and ring-contraction-triggered N-N bond cleavage. It allows rapid conversion of the reaction products into several functional molecules. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：5795 / 5798
页数：4
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