ArticleJournal of the American Chemical Society2025
Ligand-Controlled Regioselective Dearomative Vicinal and Conjugate Hydroboration of Quinolines.
Article in Journal of the American Chemical Society, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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Who cites it
1 citing paper in PubMed.
- Direct Access to Acylboranes via Formal Condensation of Carboxylic Acids with Ligated Boranes.Angewandte Chemie (International ed. in English) · 2026Article
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Authors and funding
8 authors.
Funding
Abstract
A dearomative strategy to regioselectively modify arenes using a "diene" synthon within aromatic rings provides access to highly functionalized heterocycles from abundant aromatic feedstocks and represents an alternative synthetic approach besides traditional cross-coupling and C-H functionalization methodologies. In this study, we present an efficient method for selectively introducing boron onto quinolines through dearomative hydroboration using easily accessible and stable phosphine-ligated borane complexes. The vicinal 5,6- and conjugate 5,8-hydroborated products could be obtained regioselectively by modifying the phosphine ligand. Drawing inspiration from diverse organoboron transformations, these borane building blocks were diversified by a range of downstream functionalizations, providing modular pathways for the skeletal modifications of quinolines to access a variety of challenging functionalized heterocycles.
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Registered trials
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