Evidence map›Paper›PMID 38025860›Full record

ArticleRSC advances2023

NBS-mediated bromination and dehydrogenation of tetrahydro-quinoline in one pot: scope and mechanistic study.

Ruchun Yang, Yongge Xiong, Si Deng, Jiang Bai, Xian-Rong Song, Qiang Xiao

Open access · goldAbstract read
In one paragraph

Article in RSC advances, 2023. 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
0.3field-weighted citation impact, top 46% of its field
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, 2 citations in OpenAlex.

  1. Review
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

6 authors at 1 institution in 1 country.

Ruchun YangInstitute of Organic Chemistry, Jiangxi Science & Technology Normal University, Key Laboratory of Organic Chemistry Nanchang 330013 Jiangxi Province China songxr2015@163.com xiaoqiang@tsinghua.org.cn.ORCID https://orcid.org/0000-0003-0083-7989
Yongge XiongInstitute of Organic Chemistry, Jiangxi Science & Technology Normal University, Key Laboratory of Organic Chemistry Nanchang 330013 Jiangxi Province China songxr2015@163.com xiaoqiang@tsinghua.org.cn.
Si DengInstitute of Organic Chemistry, Jiangxi Science & Technology Normal University, Key Laboratory of Organic Chemistry Nanchang 330013 Jiangxi Province China songxr2015@163.com xiaoqiang@tsinghua.org.cn.
Jiang BaiInstitute of Organic Chemistry, Jiangxi Science & Technology Normal University, Key Laboratory of Organic Chemistry Nanchang 330013 Jiangxi Province China songxr2015@163.com xiaoqiang@tsinghua.org.cn.
Xian-Rong SongInstitute of Organic Chemistry, Jiangxi Science & Technology Normal University, Key Laboratory of Organic Chemistry Nanchang 330013 Jiangxi Province China songxr2015@163.com xiaoqiang@tsinghua.org.cn.ORCID https://orcid.org/0000-0002-8547-7881
Qiang XiaoInstitute of Organic Chemistry, Jiangxi Science & Technology Normal University, Key Laboratory of Organic Chemistry Nanchang 330013 Jiangxi Province China songxr2015@163.com xiaoqiang@tsinghua.org.cn.ORCID https://orcid.org/0000-0003-2812-7778
Jiangxi Science and Technology Normal University · CN

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A facile and general approach was developed for the efficient construction of functionalized bromoquinolines by the dehydrogenation of tetrahydroquinolines using NBS as the electrophile and as oxidant. The cascade transformation proceeded with good functional group tolerance under metal-free conditions with a short reaction duration. Various tetrahydroquinolines bearing either electron-rich or electron-deficient groups at different positions were successfully converted into the corresponding target products in moderate to high yields under mild conditions. It is worth noting that the obtained polybromoquinolines could further undergo classic metal-catalyzed cross-coupling reactions with good regioselectivity. The Sonagashira coupling reaction occurred regioselectively in the C-6 position of the obtained products followed by a Suzuki coupling reaction to give multifunctionalized quinolines. The mechanism indicated that electrophilic bromination/radical dehydrogenation sequences occurred in one pot.

Identifiers

PMID38025860
PMCPMC10646511
OpenAlexW4388701917

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC
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.