ArticleNature chemistry2024
Skeletal editing of pyridines through atom-pair swap from CN to CC.
Article in Nature chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 50 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
50 citing papers in PubMed, 144 citations in OpenAlex.
- Radical enantioconvergent meta-C─H alkylation of pyridines.Science advances · 2026Article
- Article
- Article
- Formal nitrogen-to-carbon replacement in isoindolines to form indenesChemical science · 2026Article
- Photoinduced Palladium-Catalyzed Site-Selective Meta-Alkylation of Pyridines.Angewandte Chemie (International ed. in English) · 2026Article
- Total synthesis of pyridine-containing natural product Lycodine as well as its dimers and derivatives.Molecular diversity · 2026Review
- Pyridine C─N Transposition via Cycloaddition-Cycloreversion.Angewandte Chemie (International ed. in English) · 2026Article
- Shape-Conserving Atom Replacements.Chemical reviews · 2026Review
- Xanthene-to-fluorene skeletal editingChemical science · 2026Article
- Mechanochemical Single-Carbon Insertion into (Iso)quinolines.Nature communications · 2026Article
- Bridged scaffold editing of carbocycles and heterocycles.Nature communications · 2026Article
- Article
- An Efficient Photo-driven Retro-Diels-Alder Reaction; Dienes on Demand.Chem catalysis · 2026Article
- Skeletal editing of tetrahydrofurans to pyrrolidines through O-to-N single atom swap.Nature communications · 2026Article
- Direct conversion from alkenes to alkynes.Nature · 2026Article
- Facile Synthesis of Nonalternant π-Conjugated Azaborines via Boron-Deleting Annulation.Journal of the American Chemical Society · 2026Article
- Pyridine Into Pyrrole Transformation Induced Within the Confinement of the Macrocycle.Angewandte Chemie (International ed. in English) · 2026Article
- Photoinduced polarity-mismatched transformations of isoquinolines into naphthalenes.Nature communications · 2026Article
- Programmed intralayer Co and interlayer Ni atoms in a covalent organic framework for synergistic COChemical science · 2026Article
- Core diversification using 1,2-oxaborines as a versatile molecular platform.Nature chemistry · 2026Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
6 authors at 1 institution in 2 countries.
Funding
Abstract
Skeletal editing is a straightforward synthetic strategy for precise substitution or rearrangement of atoms in core ring structures of complex molecules; it enables quick diversification of compounds that is not possible by applying peripheral editing strategies. Previously reported skeletal editing of common arenes mainly relies on carbene- or nitrene-type insertion reactions or rearrangements. Although powerful, efficient and applicable to late-stage heteroarene core structure modification, these strategies cannot be used for skeletal editing of pyridines. Here we report the direct skeletal editing of pyridines through atom-pair swap from CN to CC to generate benzenes and naphthalenes in a modular fashion. Specifically, we use sequential dearomatization, cycloaddition and rearomatizing retrocycloaddition reactions in a one-pot sequence to transform the parent pyridines into benzenes and naphthalenes bearing diversified substituents at specific sites, as defined by the cycloaddition reaction components. Applications to late-stage skeletal diversification of pyridine cores in several drugs are demonstrated.
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.