Electrosynthesis of 2‑Substituted Benzoxazoles via Intramolecular Shono-Type Oxidative Coupling of Glycine Derivatives
Herein, an atom-economical and eco-friendly electrochemical oxidation/cyclization of glycine derivatives through intramolecular Shono-type oxidative coupling is disclosed, leading to a variety of 2-substituted benzoxazoles in 51–85% yields. This oxidative cyclization proceeded in transition metal- a...
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Veröffentlicht in: | Journal of organic chemistry 2022-09, Vol.87 (17), p.11379-11386 |
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Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Herein, an atom-economical and eco-friendly electrochemical oxidation/cyclization of glycine derivatives through intramolecular Shono-type oxidative coupling is disclosed, leading to a variety of 2-substituted benzoxazoles in 51–85% yields. This oxidative cyclization proceeded in transition metal- and oxidant-free conditions and generated H2 as only a byproduct. Additionally, gram-scale reactions and a broad substrate scope demonstrated the synthetic usefulness of this protocol. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.2c00856 |