ArticleJournal of the American Chemical Society2020
Selective Halogenation of Pyridines Using Designed Phosphine Reagents.
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 19 papers.
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.
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.
Who cites it
19 citing papers in PubMed.
- Article
- Emerging Strategies forJACS Au · 2026Review
- Electrochemical functionalization of pyridines.Chemical science · 2026Review
- Room-temperature electrochemical hydroxyalkylation of pyridines.Nature communications · 2026Article
- Base-PromotedOrganic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals · 2026Article
- Halogenated Pyridine Derivatives from Cycloaddition / Cycloreversion of Oxazinone and Haloalkyne Precursors.Tetrahedron letters · 2025Article
- A Broadly Applicable Strategy to Aminate Azines Enabled by Electronically Tuned Phosphine Reagents.Angewandte Chemie (International ed. in English) · 2025Article
- Unified ionic and radical C-4 alkylation and arylation of pyridines.Chemical science · 2024Article
- Direct C-H Hydroxylation ofJournal of the American Chemical Society · 2024Article
- Late-stage modification of bioactive compounds: Improving druggability through efficient molecular editing.Acta pharmaceutica Sinica. B · 2024Review
- Late-Stage C-H Functionalization of Azines.Chemical reviews · 2023Review
- Nucleophilic C-H Etherification of Heteroarenes Enabled by Base-Catalyzed Halogen Transfer.Journal of the American Chemical Society · 2021Article
- Phosphorus-mediated spNature · 2021Article
- Functional Pyrazolo[1,5-Molecules (Basel, Switzerland) · 2021Review
- Phosphorus-Based Catalysis.ACS central science · 2021Review
- Metal-free oxidative cross-coupling enabled practical synthesis of atropisomeric QUINOL and its derivatives.Nature communications · 2021Article
- Base-catalyzed aryl halide isomerization enables the 4-selective substitution of 3-bromopyridines.Chemical science · 2020Article
- Late stage C-H functionalizationChemical science · 2020Review
- Synthetic Strategies, Reactivity and Applications of 1,5-Naphthyridines.Molecules (Basel, Switzerland) · 2020Review
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
5 authors.
Funding
Abstract
Halopyridines are key building blocks for synthesizing pharmaceuticals, agrochemicals, and ligands for metal complexes, but strategies to selectively halogenate pyridine C-H precursors are lacking. We designed a set of heterocyclic phosphines that are installed at the 4-position of pyridines as phosphonium salts and then displaced with halide nucleophiles. A broad range of unactivated pyridines can be halogenated, and the method is viable for late-stage halogenation of complex pharmaceuticals. Computational studies indicate that C-halogen bond formation occurs via an S
Indexed as
Identifiers
What OpenQuestion holds
Registered trials
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.