B(C6F5)3‑Catalyzed α,β-Difunctionalization and C–N Bond Cleavage of Saturated Amines with Benzo[c]isoxazoles: Access to Quinoline Derivatives
Herein, we disclose a strategy to realize α,β-difunctionalization and C–N bond cleavage of saturated amines with benzo[c]isoxazoles via a B(C6F5)3-catalyzed consecutive hydrogen-borrowing and [4 + 2] cycloaddition followed by a C–N bond cleavage process. In general, the reactions proceed efficien...
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Veröffentlicht in: | Journal of organic chemistry 2022-11, Vol.87 (21), p.14840-14845 |
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Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Herein, we disclose a strategy to realize α,β-difunctionalization and C–N bond cleavage of saturated amines with benzo[c]isoxazoles via a B(C6F5)3-catalyzed consecutive hydrogen-borrowing and [4 + 2] cycloaddition followed by a C–N bond cleavage process. In general, the reactions proceed efficiently in the absence of any oxidant and metal catalyst to afford a broad range of quinoline derivatives starting from easily accessible substrates in an atom-economical manner. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.2c01290 |