ArticleOrganic & biomolecular chemistry2023
The aromatic Claisen rearrangement of a 1,2-azaborine.
Article in Organic & biomolecular chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Positional Isomerization of 1,2-Azaborine through BN-Benzvalene.Journal of the American Chemical Society · 2026Article
- Mallory-Type Reactivity of 1,2-Dihydroazaborinines: 6π-Electrocyclization-[1,5]-H Shift Cascade toward BN-Doped Polycyclic Frameworks.Organic letters · 2026Article
- Rapid and Modular Access to Multifunctionalized 1,2-Azaborines via Palladium/Norbornene Cooperative Catalysis.Journal of the American Chemical Society · 2024Article
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Authors and funding
6 authors.
Funding
Abstract
The first aromatic Claisen rearrangement of a 1,2-azaborine is described along with a quantitative kinetic comparison of the reaction of the azaborine with its direct all-carbon analogue. The azaborine A rearranged in a clean, regioselective fashion and reacted faster than the all-carbon substrate B at all temperatures from 140-180 °C. Activation free energies were extracted from observed first-order rate constants (A: Δ
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