Evidence map›Paper›PMID 34123301›Full record

ArticleChemical science2020

Redox-neutral photochemical Heck-type arylation of vinylphenols activated by visible light.

Kangjiang Liang, Tao Li, Na Li, Yang Zhang, Lei Shen, Zhixian Ma, Chengfeng Xia

Open access · diamondAbstract read
In one paragraph

Article in Chemical science, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing papers in PubMed
3.5field-weighted citation impact, top 7% 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

11 citing papers in PubMed, 43 citations in OpenAlex.

  1. Review
  2. Review
  3. Review
  4. Article
  5. Synthesis of α-Aryl Acrylamides via Lewis-Base-Mediated Aryl/Hydrogen Exchange.Angewandte Chemie (International ed. in English) · 2022
    Article
  6. Synthese von α-Arylacrylamiden via Lewis Base vermitteltem Aryl/Wasserstoff-Austausch.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  7. Review
  8. Article
  9. Review
  10. Article
  11. Excited State Anions in Organic Transformations.Angewandte Chemie (International ed. in English) · 2021
    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

7 authors at 1 institution in 2 countries.

Kangjiang LiangKey Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education and Yunnan Province), State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Chemical Science and Technology, Library of Yunnan University, Yunnan University 2 North Cuihu Road Kunming 650091 China xiacf@ynu.edu.cn.
Tao LiKey Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education and Yunnan Province), State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Chemical Science and Technology, Library of Yunnan University, Yunnan University 2 North Cuihu Road Kunming 650091 China xiacf@ynu.edu.cn.
Na LiKey Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education and Yunnan Province), State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Chemical Science and Technology, Library of Yunnan University, Yunnan University 2 North Cuihu Road Kunming 650091 China xiacf@ynu.edu.cn.
Yang ZhangKey Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education and Yunnan Province), State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Chemical Science and Technology, Library of Yunnan University, Yunnan University 2 North Cuihu Road Kunming 650091 China xiacf@ynu.edu.cn.
Lei ShenKey Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education and Yunnan Province), State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Chemical Science and Technology, Library of Yunnan University, Yunnan University 2 North Cuihu Road Kunming 650091 China xiacf@ynu.edu.cn.
Zhixian MaKey Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education and Yunnan Province), State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Chemical Science and Technology, Library of Yunnan University, Yunnan University 2 North Cuihu Road Kunming 650091 China xiacf@ynu.edu.cn.
Chengfeng XiaKey Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education and Yunnan Province), State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Chemical Science and Technology, Library of Yunnan University, Yunnan University 2 North Cuihu Road Kunming 650091 China xiacf@ynu.edu.cn.ORCID https://orcid.org/0000-0001-5617-5430
Ministry of Education of the People's Republic of China · CN

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Disclosed herein is a photochemical Heck-type arylation of vinylphenols with non-activated aryl and heteroaryl halides under visible light irradiation. Preliminary mechanistic studies suggested that the colored vinylphenolate anions acted as a strong reducing photoactivator to directly activate (hetero)aryl halides without the need for any sacrificial reductants. The photochemically generated aryl radicals coupled with another molecule of vinylphenol to afford the Heck-type arylation product in a regiospecific and stereoselective manner. The developed photochemical arylation protocol showed exceptional functional group tolerance and was successfully applied in the challenging late-stage modification of natural products without any protection-deprotection procedures.

Identifiers

PMID34123301
PMCPMC8150107
OpenAlexW2999710973

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.