Electrochemical Umpolung of Bromide: Transition-Metal-Free Bromination of Indole C-H Bond

被引：23

作者：

Zhang, Pan ^{[1
]}

Chen, Jianbin ^{[1
]}

Gao, Wei ^{[1
]}

Xiao, Yiting ^{[1
]}

Liu, Changwei ^{[2
]}

Xu, Shanghui ^{[1
]}

Yan, Xiaoli ^{[1
]}

Qin, Dawei ^{[1
]}

机构：

[1] Qilu Univ Technol, Shandong Acad Sci, Sch Chem & Pharmaceut Engn, Shandong Prov Key Lab Mol Engn, Jinan 250353, Shandong, Peoples R China

[2] Univ Eastern Finland, Fac Sci & Forestry, Joensuu 80101, Finland

来源：

MOLECULES | 2019年 / 24卷 / 04期

关键词：

umpolung; C-H functionalization; electrochemical organic synthesis; anodic oxidation; sustainable chemistry; CROSS-COUPLING REACTIONS; ORGANIC ELECTROSYNTHESIS; SYNTHETIC APPLICATIONS; ASYMMETRIC UMPOLUNG; PLATINUM-ELECTRODES; BROMATE FORMATION; CATALYTIC METHOD; OXIDATION; FUNCTIONALIZATION; HALOGENATION;

D O I：

10.3390/molecules24040696

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A facile and sustainable electrochemical umpolung of bromide ion protocol was developed under mild reaction conditions. Transition metal catalysts and exogenous chemical oxidants were obviated for the bromination of C-H bond. Notably, graphite rod, which is commercially available at supermarkets and is inexpensive, was employed as the electrode material. This operationally easy and environmentally friendly approach accomplished the synthesis of 3-bromoindole in excellent yield and regioselectivity.

引用

页数：10

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