Diversification of Quinazolinones by Pd-Catalyzed C(sp3)‑Acetoxylation
The quinazolinone ring has been exploited as a directing group for C(sp3)–H functionalization for the first time. The proximal C−γ(sp3)–H bonds have been oxidized by palladium-catalyzed acetoxylation reaction. Various functional groups on the quinazolinone scaffold were tolerated to provide novel...
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| Veröffentlicht in: | Journal of organic chemistry 2017-10, Vol.82 (19), p.10470-10478 |
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| Hauptverfasser: | , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | The quinazolinone ring has been exploited as a directing group for C(sp3)–H functionalization for the first time. The proximal C−γ(sp3)–H bonds have been oxidized by palladium-catalyzed acetoxylation reaction. Various functional groups on the quinazolinone scaffold were tolerated to provide novel quinazolinone derivatives. The use of base was found to be crucial for the monoselective acetoxylations. |
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| ISSN: | 0022-3263 1520-6904 |
| DOI: | 10.1021/acs.joc.7b01934 |