Gold(I)-Catalyzed Hydroxy Group Assisted C(sp2)–H Alkylation of Enaminones with Diazo Compounds To Access 3‑Alkyl Chromones

Gold(I)-Catalyzed Hydroxy Group Assisted C(sp2)–H Alkylation of Enaminones with Diazo Compounds To Access 3‑Alkyl Chromones

A strategy for expedient synthesis of 3-substituted chromones from easily available o-hydroxyaryl­enaminones and diazo compounds has been developed. Carefully conducted experimental and computational studies led us to propose an uncommon mechanistic pathway involving the hydroxyl group assisted alky...

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Veröffentlicht in:Organic letters 2019-01, Vol.21 (1), p.335-339
Hauptverfasser: Bagle, Pradip N, Mane, Manoj V, Sancheti, Shashank P, Gade, Amol B, Shaikh, Samir R, Baik, Mu-Hyun, Patil, Nitin T
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Sprache:eng
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Zusammenfassung:A strategy for expedient synthesis of 3-substituted chromones from easily available o-hydroxyaryl­enaminones and diazo compounds has been developed. Carefully conducted experimental and computational studies led us to propose an uncommon mechanistic pathway involving the hydroxyl group assisted alkylation of enaminones with in situ generated gold carbenes.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b03989