ArticleScience advances2025
Synthesis of naphthalene derivatives via nitrogen-to-carbon transmutation of isoquinolines.
Article in Science advances, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Formal nitrogen-to-carbon replacement in isoindolines to form indenesChemical science · 2026Article
- Substituent-rebound skeletal editing for precise boron-to-carbon single-atom swapping.Nature communications · 2026Article
- Shape-Conserving Atom Replacements.Chemical reviews · 2026Review
- Photoinduced H-Bonding EDA complex-enabled skeletal editing of furans to pyridazines.Nature communications · 2026Article
- Strategic Applications of Single-Atom Skeletal Editing in Natural Product Synthesis.Journal of the American Chemical Society · 2026Review
- Mechanochemical Single-Carbon Insertion into (Iso)quinolines.Nature communications · 2026Article
- Skeletal editing of tetrahydrofurans to pyrrolidines through O-to-N single atom swap.Nature communications · 2026Article
- E/Z Isomerization-Enabled Conversion from Dual-Carbon to Single-Carbon Insertion into an Aromatic System.JACS Au · 2026Article
- Photoinduced polarity-mismatched transformations of isoquinolines into naphthalenes.Nature communications · 2026Article
- Design, synthesis and anticancer evaluation of naphthalen-1-yloxyacetamide derivatives against MCF-7 cells.RSC advances · 2025Article
Corrections and comments
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Heteroarene skeletal editing is gaining popularity in synthetic chemistry. Transmuting single atoms generates molecules that have distinctly varied properties, thereby fostering potent molecular exchanges that can be extensively used to synthesize functional molecules. Herein, we present a convenient protocol for nitrogen-carbon single-atom transmutations in isoquinolines, which is inspired by the Wittig reaction and enables easy access to substituted naphthalene derivatives. The reaction uses an inexpensive and commercially available phosphonium ylide as the carbon source to furnish a wide range of substituted naphthalenes. The key to the success of this transformation is the formation of a triene intermediate through ring opening, which undergoes 6π-electrocyclization and elimination processes to afford the naphthalene product. Furthermore, this strategy enables the facile synthesis of
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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.