Evidence map›Paper›PMID 30774891›Full record

ArticleChemical science2019

Visible-light-mediated Minisci C-H alkylation of heteroarenes with unactivated alkyl halides using O

Jianyang Dong, Xueli Lyu, Zhen Wang, Xiaochen Wang, Hongjian Song, Yuxiu Liu, Qingmin Wang

Erratum issuedOpen access · diamondAbstract read
In one paragraph

Article in Chemical science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 14 papers.

0numbers the graph read from it
0cells of the map it votes in
14citing papers in PubMed
8.8field-weighted citation impact, top 1% 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

14 citing papers in PubMed, 146 citations in OpenAlex.

  1. Review
  2. Monofluoromethyl Radical Mediated Halogen-Atom Transfer.Journal of the American Chemical Society · 2025
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  5. Review
  6. Photoinduced Halogen-Atom Transfer byJournal of the American Chemical Society · 2023
    Article
  7. PeptideACS central science · 2022
    Article
  8. Article
  9. Article
  10. Oxidase-Type C-H/C-H Coupling Using an Isoquinoline-Derived Organic Photocatalyst.Angewandte Chemie (International ed. in English) · 2022
    Article
  11. The Journal of organic chemistry · 2021
    Article
  12. Article
  13. Article
  14. Article
4 · The record

Corrections and comments

5 · Who and what money

Authors and funding

7 authors at 1 institution in 1 country.

Jianyang DongState Key Laboratory of Elemento-Organic Chemistry , Research Institute of Elemento-Organic Chemistry , College of Chemistry , Nankai University , Tianjin 300071 , People's Republic of China . Email: wangqm@nankai.edu.cn.
Xueli LyuState Key Laboratory of Elemento-Organic Chemistry , Research Institute of Elemento-Organic Chemistry , College of Chemistry , Nankai University , Tianjin 300071 , People's Republic of China . Email: wangqm@nankai.edu.cn.
Zhen WangState Key Laboratory of Elemento-Organic Chemistry , Research Institute of Elemento-Organic Chemistry , College of Chemistry , Nankai University , Tianjin 300071 , People's Republic of China . Email: wangqm@nankai.edu.cn.
Xiaochen WangState Key Laboratory of Elemento-Organic Chemistry , Research Institute of Elemento-Organic Chemistry , College of Chemistry , Nankai University , Tianjin 300071 , People's Republic of China . Email: wangqm@nankai.edu.cn.
Hongjian SongState Key Laboratory of Elemento-Organic Chemistry , Research Institute of Elemento-Organic Chemistry , College of Chemistry , Nankai University , Tianjin 300071 , People's Republic of China . Email: wangqm@nankai.edu.cn.
Yuxiu LiuState Key Laboratory of Elemento-Organic Chemistry , Research Institute of Elemento-Organic Chemistry , College of Chemistry , Nankai University , Tianjin 300071 , People's Republic of China . Email: wangqm@nankai.edu.cn.
Qingmin WangState Key Laboratory of Elemento-Organic Chemistry , Research Institute of Elemento-Organic Chemistry , College of Chemistry , Nankai University , Tianjin 300071 , People's Republic of China . Email: wangqm@nankai.edu.cn.ORCID 0000-0002-6062-3766
Nankai University · CN

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Herein, we report a protocol for direct visible-light-mediated Minisci C-H alkylation of heteroarenes with unactivated alkyl halides using molecular oxygen as an oxidant at room temperature. This mild protocol is compatible with a wide array of sensitive functional groups and has a broad substrate scope. Notably, functionalization of (iso)quinolines, pyridines, phenanthrolines, quinazoline, and other heterocyclic compounds with unactivated primary, secondary, and tertiary alkyl halides proceeds smoothly under the standard conditions. The robustness of this protocol is further demonstrated by the late-stage functionalization of complex nitrogen-containing natural products and drugs.

Identifiers

PMID30774891
PMCPMC6349069
OpenAlexW2902356507

What OpenQuestion holds

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LicenceCC BY-NC
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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.