Evidence map›Paper›PMID 36519051›Full record

ArticleChemical science2022

Phosphine-catalyzed activation of cyclopropenones: a versatile C

Xin He, Pengchen Ma, Yuhai Tang, Jing Li, Shenyu Shen, Martin J Lear, K N Houk, Silong Xu

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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 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
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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

8 authors.

Xin HeSchool of Chemistry, and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University Xi'an 710049 P. R. China.
Pengchen MaSchool of Chemistry, and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University Xi'an 710049 P. R. China.
Yuhai TangSchool of Chemistry, and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University Xi'an 710049 P. R. China.
Jing LiSchool of Chemistry, and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University Xi'an 710049 P. R. China.
Shenyu ShenSchool of Chemistry, and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University Xi'an 710049 P. R. China.
Martin J LearSchool of Chemistry, University of Lincoln Brayford Pool Lincoln LN6 7TS UK silongxu@mail.xjtu.edu.cn houk@chem.ucla.edu.ORCID https://orcid.org/0000-0003-2556-2029
K N HoukDepartment of Chemistry and Biochemistry, University of California Los Angeles California 90095-1569 USA.ORCID https://orcid.org/0000-0002-8387-5261
Silong XuSchool of Chemistry, and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University Xi'an 710049 P. R. China.ORCID https://orcid.org/0000-0003-3279-9331

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

We herein report a phosphine-catalyzed (3 + 2) annulation of cyclopropenones with a wide variety of electrophilic π systems, including aldehydes, ketoesters, imines, isocyanates, and carbodiimides, offering products of butenolides, butyrolactams, maleimides, and iminomaleimides, respectively, in high yields with broad substrate scope. An α-ketenyl phosphorous ylide is validated as the key intermediate, which undergoes preferential catalytic cyclization with aldehydes rather than stoichiometric Wittig olefinations. This phosphine-catalyzed activation of cyclopropenones thus supplies a versatile C

Identifiers

PMID36519051
PMCPMC9645381

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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.