Evidence map›Paper›PMID 30769954›Full record

ArticleMolecules (Basel, Switzerland)2019

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

Pan Zhang, Jianbin Chen, Wei Gao, Yiting Xiao, Changwei Liu, Shanghui Xu, Xiaoli Yan, Dawei Qin

Abstract read
In one paragraph

Article in Molecules (Basel, Switzerland), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

  1. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

8 authors.

Pan ZhangShandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China. panzhang11@163.com.
Jianbin ChenShandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China. jchen@qlu.edu.cn.ORCID 0000-0003-1104-7237
Wei GaoShandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China. gaowei161212@163.com.
Yiting XiaoShandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China. Olivia9802@163.com.
Changwei LiuFaculty of Science and Forestry, University of Eastern Finland, 80101 Joensuu, Finland. changwl@uef.fi.
Shanghui XuShandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China. ShanghuiXu111@163.com.
Xiaoli YanShandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China. xiaoliyan1a@163.com.
Dawei QinShandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China. qdw109@163.com.

Funding

National Natural Science Fundation of China No. 21801144, 81872744, 51602164Qilu University of Technology (Shandong Academy of Sciences) No. 0412048811Shandong Provincial Natural Science Foundation No. ZR2018BB017
6 · The paper itself

Abstract

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.

Indexed as

Electrochemical TechniquesBromidesCarbonHydrogenIndolesMagnetic Resonance SpectroscopySpectrophotometry, InfraredBromidesCarbonHydrogenIndolesanodic oxidationC–H functionalizationelectrochemical organic synthesissustainable chemistryumpolung

Identifiers

PMID30769954
PMCPMC6412264

What OpenQuestion holds

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LicenceCC BY
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.