Evidence map›Paper›PMID 29618202›Full record

ArticleJournal of the American Chemical Society2018

Au-Catalyzed Intermolecular [2+2] Cycloadditions between Chloroalkynes and Unactivated Alkenes.

Yu-Bin Bai, Zaigang Luo, Yuguang Wang, Jin-Ming Gao, Liming Zhang

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.

0numbers the graph read from it
0cells of the map it votes in
20citing papers in PubMed
5.8field-weighted citation impact, top 3% 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

20 citing papers in PubMed, 100 citations in OpenAlex.

  1. Article
  2. Review
  3. Article
  4. Article
  5. Article
  6. Review
  7. Article
  8. Article
  9. Article
  10. Article
  11. Review
  12. Article
  13. Article
  14. Article
  15. Article
  16. Cyclopropenylmethyl Cation: A Concealed Intermediate in Gold(I)-Catalyzed Reactions.Angewandte Chemie (International ed. in English) · 2020
    Article
  17. Gold(I)-Catalyzed Haloalkynylation of Aryl Alkynes: Two Pathways, One Goal.Angewandte Chemie (International ed. in English) · 2020
    Article
  18. Article
  19. Article
  20. Nickel-Catalyzed Reductive [2+2] Cycloaddition of Alkynes.Journal of the American Chemical Society · 2018
    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

5 authors at 2 institutions in 2 countries.

Yu-Bin BaiShaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy , Northwest A&F University , Yangling 712100 , China.
Zaigang LuoDepartment of Chemistry and Biochemistry , University of California , Santa Barbara , California 93106 , United States.
Yuguang WangDepartment of Chemistry and Biochemistry , University of California , Santa Barbara , California 93106 , United States.
Jin-Ming GaoShaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy , Northwest A&F University , Yangling 712100 , China.
Liming ZhangDepartment of Chemistry and Biochemistry , University of California , Santa Barbara , California 93106 , United States.ORCID 0000-0002-5306-1515
University of California, Santa Barbara · USNorthwest A&F University · CN

Funding

Insertion Into Unactivated/Deactivated C(sp3)-H Bonds Enabled by Oxidatively Generated, Highly Reactive a-Oxo Gold Carbenes: A Safe Non-Diazo yet More Potent ApproachR01GM123342 · NIGMS · UNIVERSITY OF CALIFORNIA SANTA BARBARA · PI ZHANG, LIMING · 2017 to 2020
$1.1M
Upgrade of 500 MHz NMR SpectrometerS10OD012077 · OD · UNIVERSITY OF CALIFORNIA SANTA BARBARA · PI ZHANG, LIMING · 2013 to 2013
$347k
NIGMS NIH HHS R01 GM123342NIH HHS S10 OD012077
6 · The paper itself

Abstract

The [2+2] cycloaddition is a versatile strategy for the synthesis of strained cyclobutenes of high synthetic value. In this study, two efficient intermolecular [2+2] cycloadditions between two different types of chloroalkynes and unactivated alkene are realized with gold catalysis. Of significance is that the reaction works with challenging monosubstituted unactivated alkenes, which is unprecedented in gold catalysis and scarcely documented in other metal-catalyzed/promoted reactions; moreover, the reaction exhibits excellent regioselectivities, which are much better than those reported in literature. With 1,2-disubstituted unactivated alkenes, the reaction is largely stereospecific. The cyclobutene products can be prepared in nearly gram scale and readily undergo further reactions including various cross-coupling reactions using the C(sp

Identifiers

PMID29618202
PMCPMC6488029
OpenAlexW2795571882

What OpenQuestion holds

Textmetadata
LicenceTDM
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.