Evidence map›Paper›PMID 32940402›Full record

ReviewAngewandte Chemie (International ed. in English)2021

The 2-Pyridyl Problem: Challenging Nucleophiles in Cross-Coupling Arylations.

Xinlan A F Cook, Antoine de Gombert, Janette McKnight, Loïc R E Pantaine, Michael C Willis

Abstract readReview
In one paragraph

Review in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 53 papers.

0numbers the graph read from it
0cells of the map it votes in
53citing 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

53 citing papers in PubMed.

  1. Article
  2. Article
  3. Review
  4. Article
  5. Article
  6. Alkoxysulfonium Salts Unlock Access to New Aryl Sulfonium Salts for Cross-Coupling.Angewandte Chemie (International ed. in English) · 2026
    Article
  7. Article
  8. Article
  9. Article
  10. Article
  11. Frame-Shifted Synthesis of Oligoheterocycles as a Platform for Molecular Design.Angewandte Chemie (International ed. in English) · 2026
    Article
  12. Ring Strain-Promoted Activation of Pyridines by a Saturated BSiAngewandte Chemie (International ed. in English) · 2026
    Article
  13. Article
  14. Article
  15. Article
  16. Article
  17. Review
  18. Article
  19. Article
  20. 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.

Xinlan A F CookChemistry Research Laboratory, Oxford University, 12 Mansfield Road, Oxford, OX1 3TA, UK.ORCID http://orcid.org/0000-0003-4095-2367
Antoine de GombertChemistry Research Laboratory, Oxford University, 12 Mansfield Road, Oxford, OX1 3TA, UK.ORCID http://orcid.org/0000-0003-4777-345X
Janette McKnightChemistry Research Laboratory, Oxford University, 12 Mansfield Road, Oxford, OX1 3TA, UK.ORCID http://orcid.org/0000-0002-4534-4021
Loïc R E PantaineChemistry Research Laboratory, Oxford University, 12 Mansfield Road, Oxford, OX1 3TA, UK.ORCID http://orcid.org/0000-0002-4477-3027
Michael C WillisChemistry Research Laboratory, Oxford University, 12 Mansfield Road, Oxford, OX1 3TA, UK.ORCID http://orcid.org/0000-0002-0636-6471

Funding

Engineering and Physical Sciences Research Council EP/L015838/1H2020 Marie Skłodowska-Curie Actions 793155
6 · The paper itself

Abstract

Azine-containing biaryls are ubiquitous scaffolds in many areas of chemistry, and efficient methods for their synthesis are continually desired. Pyridine rings are prominent amongst these motifs. Transition-metal-catalysed cross-coupling reactions have been widely used for their synthesis and functionalisation as they often provide a swift and tuneable route to related biaryl scaffolds. However, 2-pyridine organometallics are capricious coupling partners and 2-pyridyl boron reagents in particular are notorious for their instability and poor reactivity in Suzuki-Miyaura cross-coupling reactions. The synthesis of pyridine-containing biaryls is therefore limited, and methods for the formation of unsymmetrical 2,2'-bis-pyridines are scarce. This Review focuses on the methods developed for the challenging coupling of 2-pyridine nucleophiles with (hetero)aryl electrophiles, and ranges from traditional cross-coupling processes to alternative nucleophilic reagents and novel main group approaches.

Indexed as

biarylcatalysispalladiumpyridinesynthetic methods

Identifiers

PMID32940402
PMCPMC8246887

What OpenQuestion holds

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LicenceCC BY
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.