Evidence map›Paper›PMID 36807326›Full record

ArticleCommunications chemistry2023

Copper-catalyzed alkyne oxidation/Büchner-type ring-expansion to access benzo[6,7]azepino[2,3-b]quinolines and pyridine-based diones.

Xiao-Lei Jiang, Qing Liu, Kua-Fei Wei, Ting-Ting Zhang, Guang Ma, Xiu-Hong Zhu, Guang-Xin Ru, Lijie Liu, Lian-Rui Hu, Wen-Bo Shen

Open access · goldAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Communications chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
1.6field-weighted citation impact, top 19% 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

2 citing papers in PubMed, 11 citations in OpenAlex.

  1. Article
  2. 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

10 authors at 2 institutions in 1 country.

Xiao-Lei JiangCollege of Sciences and College of Forestry, Henan Agricultural University, Zhengzhou, 450002, China.
Qing LiuCollege of Sciences and College of Forestry, Henan Agricultural University, Zhengzhou, 450002, China.
Kua-Fei WeiCollege of Sciences and College of Forestry, Henan Agricultural University, Zhengzhou, 450002, China.
Ting-Ting ZhangCollege of Sciences and College of Forestry, Henan Agricultural University, Zhengzhou, 450002, China.
Guang MaCollege of Sciences and College of Forestry, Henan Agricultural University, Zhengzhou, 450002, China.
Xiu-Hong ZhuCollege of Sciences and College of Forestry, Henan Agricultural University, Zhengzhou, 450002, China.
Guang-Xin RuCollege of Sciences and College of Forestry, Henan Agricultural University, Zhengzhou, 450002, China. ruguangxin@126.com.ORCID http://orcid.org/0000-0001-5928-2151
Lijie LiuCollege of Sciences and College of Forestry, Henan Agricultural University, Zhengzhou, 450002, China. lijieliu@henau.edu.cn.ORCID http://orcid.org/0000-0003-0814-6963
Lian-Rui HuShanghai Key Laboratory of Green Chemistry and Chemical Processes, Shanghai Frontiers Science Center of Molecule Intelligent Syntheses, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062, China. lrhu@chem.ecnu.edu.cn.ORCID http://orcid.org/0000-0002-4044-5640
Wen-Bo ShenCollege of Sciences and College of Forestry, Henan Agricultural University, Zhengzhou, 450002, China. wenboshen@henau.edu.cn.ORCID http://orcid.org/0000-0003-0416-3571
Henan Agricultural University · CNEast China Normal University · CN

Funding

National Natural Science Foundation of China (National Science Foundation of China) 22001059
6 · The paper itself

Abstract

General access to highly valuable seven-membered rings via Büchner-type reaction remains a formidable challenge. Here we report a Cu-catalyzed intermolecular oxidation of alkynes using N-oxides as oxidants, which enables expedient preparation of valuable benzo[6,7]azepino[2,3-b]quinolines and pyridine-based diones. Importantly, in contrast to the well-established gold-catalyzed intermolecular alkyne oxidation, the dissociated pyridine or quinoline partner could be further utilized to construct N-heterocycles in this system and the reaction most likely proceeds by a Büchner-type ring expansion pathway. A mechanistic rationale for this cascade cyclization is supported by DFT calculations.

Identifiers

PMID36807326
PMCPMC9941089
OpenAlexW4321371576

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.