Synthesis of 3-Acylindoles by Visible-Light Induced Intramolecular Oxidative Cyclization of o-Alkynylated N,N-Dialkylamines

被引：87
|
作者：
Zhang, Ping [1 ]
Xiao, Tiebo [1 ]
Xiong, Shengwei [1 ]
Dong, Xichang [1 ]
Zhou, Lei [1 ]
机构：
[1] Sun Yat Sen Univ, Sch Chem & Chem Engn, Guangzhou 510275, Guangdong, Peoples R China
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 12期
基金：
中国国家自然科学基金;
关键词：
N-H INDOLES; FRIEDEL-CRAFTS ACYLATION; ONE-POT SYNTHESIS; PHOTOREDOX CATALYSIS; RADICAL-ADDITION; TERTIARY-AMINES; C-C; EFFICIENT; NITROGEN; ANILINES;
D O I：
10.1021/ol501276j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A visible-light photoredox synthesis of 3-acylindoles through intramolecular oxidative cyclization of o-alkynylated N,N-dialkylamines is developed. The reaction proceeds effectively under mild reaction conditions using air as the oxidant, and only water is generated as a side product. A plausible mechanism involving the addition of a-amino alkyl radicals to alkynes, followed by C-O bond formation, is proposed.
引用
收藏
页码：3264 / 3267
页数：4
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