Evidence map›Paper›PMID 35733897›Full record

ArticleChemical science2022

Regioselective synthesis of spirocyclic pyrrolines

Wan-Xu Wei, Xiangtao Kong, Rui-Qiang Jiao, Xue-Song Li, Cui-Tian Wang, Yuke Li, Yong-Min Liang

Abstract read
In one paragraph

Article in Chemical science, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. Article
  2. Synthesis of spirooxindolesChemical science · 2023
    Article
  3. Article
  4. Cyclopropane-FusedJournal of the American Chemical Society · 2022
    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

7 authors.

Wan-Xu WeiState Key Laboratory of Applied Organic Chemistry, Lanzhou University Lanzhou 730000 P. R. China liangym@lzu.edu.cn.
Xiangtao KongHenan Key Laboratory of New Optoelectronic Functional Materials, College of Chemistry and Chemical Engineering, Anyang Normal University Anyang 455000 P. R. China.
Rui-Qiang JiaoState Key Laboratory of Applied Organic Chemistry, Lanzhou University Lanzhou 730000 P. R. China liangym@lzu.edu.cn.
Xue-Song LiState Key Laboratory of Applied Organic Chemistry, Lanzhou University Lanzhou 730000 P. R. China liangym@lzu.edu.cn.
Cui-Tian WangState Key Laboratory of Applied Organic Chemistry, Lanzhou University Lanzhou 730000 P. R. China liangym@lzu.edu.cn.
Yuke LiDepartment of Chemistry, Centre for Scientific Modeling and Computation, Chinese University of Hong Kong Shatin Hong Kong P. R. China.ORCID https://orcid.org/0000-0003-0162-5072
Yong-Min LiangState Key Laboratory of Applied Organic Chemistry, Lanzhou University Lanzhou 730000 P. R. China liangym@lzu.edu.cn.ORCID https://orcid.org/0000-0001-8280-8211

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A novel palladium-catalyzed spirocyclization through sequential Narasaka-Heck cyclization, C-H activation and [4 + 2] annulation has been developed. In this reaction, cheap and readily available 2-chlorobenzoic acid or ethyl phenylpropiolate was employed as the C2 insertion unit to react with γ,δ-unsaturated oxime ester. The key step in this transformation is the regioselective insertion of the C2 synthon into the spiro-palladacycle intermediate that is formed by the δ-C-H activation process, thereby efficiently assembling a series of spirocyclic pyrrolines with high regiocontrol. Furthermore, density functional theory (DFT) calculations and control experiments were performed to gain some insights into the reaction mechanism.

Identifiers

PMID35733897
PMCPMC9159093

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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.