Copper-Catalyzed Synthesis of N-Aryl and N-Sulfonyl Indoles from 2-Vinylanilines with O2 as Terminal Oxidant and TEMPO as Cocatalyst

被引：25
|
作者：
Liwosz, Timothy W. [1 ]
Chemler, Sherry R. [1 ]
机构：
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14620 USA
来源：
SYNLETT | 2015年 / 26卷 / 03期
基金：
美国国家卫生研究院;
关键词：
copper; oxidation; indoles; oxygen; TEMPO; C-H ACTIVATION; ONE-POT SYNTHESIS; 4-SUBSTITUTED INDOLES; AEROBIC OXIDATION; PALLADIUM; CYCLIZATION; BOND; ALCOHOLS; ANILINES; HETEROCYCLES;
D O I：
10.1055/s-0034-1379015
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A copper-catalyzed intramolecular alkene oxidative amination that utilizes TEMPO as cocatalyst and O-2 as the terminal oxidant has been developed. The method furnishes N-aryl and N-sulfonyl indoles from N-aryl and N-sulfonyl 2-vinylanilines, respectively. Additionally, sequential copper-catalyzed reactions where initial Chan-Lam coupling of 2-vinylanilines with arylboronic acids is followed by oxidative amination of the alkene can generate N-aryl indoles in one pot.
引用
收藏
页码：335 / 339
页数：5
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