Evidence map›Paper›PMID 28070178›Full record

ArticleAdvanced synthesis & catalysis2016

Palladium-Catalyzed α-Arylation of Methyl Sulfonamides with Aryl Chlorides.

Bing Zheng, Minyan Li, Gui Gao, Yuying He, Patrick J Walsh

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Advanced synthesis & catalysis, 2016. 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. Article
  2. Article
  3. Article
  4. Transition-Metal-Free Radical C(spJournal of the American Chemical Society · 2017
    Article
  5. Article
  6. 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.

Bing ZhengDepartment of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China; Roy and Diana Vagelos Laboratories, Penn/Merck Laboratory for High-Throughput Experimentation, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States.
Minyan LiRoy and Diana Vagelos Laboratories, Penn/Merck Laboratory for High-Throughput Experimentation, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States.
Gui GaoDepartment of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China.
Yuying HeRoy and Diana Vagelos Laboratories, Penn/Merck Laboratory for High-Throughput Experimentation, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States; Department of Chemistry, University of Pierre and Marie Curie, Paris 75005, France.
Patrick J WalshRoy and Diana Vagelos Laboratories, Penn/Merck Laboratory for High-Throughput Experimentation, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States.

Funding

Arylation of weakly acidic sp3 hybridized C-H'sR01GM104349 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI WALSH, PATRICK J · 2013 to 2016
$1.3M
NIGMS NIH HHS R01 GM104349
6 · The paper itself

Abstract

A Palladium-catalyzed α-arylation of sulfonamides with aryl chlorides is presented. A Buchwald type precatalyst formed with Kwong's indole-based ligand enabled this transformation to be compatible with a large variety of methyl sulfonamides and aryl chlorides in good to excellent yields. Importantly, under the optimized reaction conditions, only mono-arylated products were observed. This method has been applied to the efficient synthesis of sumatriptan, which is used to treat migraines.

Indexed as

arylationaryl chloridePalladium-catalyzedsulfonamidesumatriptan

Identifiers

PMID28070178
PMCPMC5218594

What OpenQuestion holds

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Registered trials

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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.