Visible-Light-Induced Palladium-Catalyzed Generation of Aryl Radicals from Aryl Triflates

被引：85
|
作者：
Ratushnyy, Maxim [1 ,2 ]
Kvasovs, Nikita [1 ,2 ]
Sarkar, Sumon [1 ,2 ]
Gevorgyan, Vladimir [1 ,2 ]
机构：
[1] Univ Illinois, Dept Chem, 845 W Taylor St, Chicago, IL 60607 USA
[2] Univ Texas Dallas, Dept Chem & Biochem, 800 West Campbell,BSB13, Richardson, TX 75080 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2020年 / 59卷 / 26期
基金：
美国国家卫生研究院; 美国国家科学基金会;
关键词：
homolysis; light-mediated reactions; palladium; radicals; triflates; HECK REACTION; 3,3-DISUBSTITUTED OXINDOLES; CONVENIENT SYNTHESIS; ALPHA-ARYLATION; ALKYL-HALIDES; VINYL; TRANSFORMATIONS; DESATURATION; TEMPERATURE; EFFICIENT;
D O I：
10.1002/anie.201915962
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A mild visible-light-induced Pd-catalyzed intramolecular C-H arylation of amides is reported. The method operates by cleavage of a C(sp(2))-O bond, leading to hybrid aryl Pd-radical intermediates. The following 1,5-hydrogen atom translocation, intramolecular cyclization, and rearomatization steps lead to valuable oxindole and isoindoline-1-one motifs. Notably, this method provides access to products with readily enolizable functional groups that are incompatible with traditional Pd-catalyzed conditions.
引用
收藏
页码：10316 / 10320
页数：5
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