Visible Light Driven Hydro-/Deuterodefunctionalization of Anilines

被引：49
|
作者：
Majek, Michal [1 ]
Filace, Fabiana [1 ]
Jacobi von Wangelin, Axel [1 ]
机构：
[1] Univ Regensburg, Inst Organ Chem, D-93040 Regensburg, Germany
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2015年 / 21卷 / 12期
关键词：
defunctionalization; organocatalysis; photocatalysis; radical reactions; PHOTOREDOX CATALYSIS; REDUCTIVE DEAMINATION; METAL-FREE; SALTS; HYDRODEDIAZONIATION; PROTODEDIAZONIATION; DEDIAZONIATION; MECHANISM; ARYLATION; ETHERS;
D O I：
10.1002/chem.201406461
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The defunctionalization of anilines is an important strategy in aromatic-substitution chemistry. Herein, we report on visible light mediated hydro- and deuterodediazonations in solutions of DMF. The mild reaction conditions (DMF, RT, no additives) tolerate various functional groups and allow the site-specific introduction of D atoms to the arene. Mechanistic investigations indicate the participation of photoredox and radical chain pathways and competing abstraction of methyl and formyl hydrogen atoms from DMF.
引用
收藏
页码：4518 / 4522
页数：5
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