Evidence map›Paper›PMID 31841623›Full record

ArticleJournal of the American Chemical Society2020

Direct C-H α-Arylation of Enones with ArI(O

Felipe Cesar Sousa E Silva, Nguyen T Van, Sarah E Wengryniuk

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Review
  2. Lewis Base-assisted Arylation of Unsaturated Carbonyls.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023
    Article
  3. Article
  4. Article
  5. Article
  6. 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

3 authors.

Felipe Cesar Sousa E SilvaDepartment of Chemistry , Temple University , 1901 North 13th Street , Philadelphia , Pennsylvania 19122 , United States.
Nguyen T VanDepartment of Chemistry , Temple University , 1901 North 13th Street , Philadelphia , Pennsylvania 19122 , United States.
Sarah E WengryniukDepartment of Chemistry , Temple University , 1901 North 13th Street , Philadelphia , Pennsylvania 19122 , United States.ORCID 0000-0002-4797-0181

Funding

Simplified Approaches to Medium-Sized Heterocycles for the Synthesis of Bioactive Small MoleculesR01GM123098 · NIGMS · TEMPLE UNIV OF THE COMMONWEALTH · PI WENGRYNIUK, SARAH ELIZABETH · 2017 to 2021
$1.5M
NIGMS NIH HHS R01 GM123098
6 · The paper itself

Abstract

α-Arylation of α,β-unsaturated ketones constitutes a powerful synthetic transformation. It is most commonly achieved via cross-coupling of α-haloenones, but this stepwise strategy requires prefunctionalized substrates and expensive catalysts. Direct enone C-H α-arylation would offer an atom- and step-economical alternative, but such reports are scarce. Herein we report the metal-free direct C-H arylation of enones mediated by hypervalent iodine reagents. The reaction proceeds via a reductive iodonium Claisen rearrangement of in situ-generated β-pyridinium silyl enol ethers. The aryl groups are derived from ArI(O

Indexed as

AlkenesCyclizationIndicators and ReagentsKetonesMetalsOxidation-ReductionAlkenesIndicators and ReagentsKetonesMetals

Identifiers

PMID31841623
PMCPMC7067356

What OpenQuestion holds

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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.