A novel synthesis of N-hydroxy-3-aroylindoles and 3-aroylindoles

A novel synthesis of N-hydroxy-3-aroylindoles and 3-aroylindoles

A straightforward indole synthesis via annulation of C-nitrosoaromatics with conjugated terminal alkynones was realised achieving a simple, highly regioselective, atom- and step economical access to 3-aroylindoles in moderate to good yields. Further functionalizations of indole scaffolds were invest...

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Veröffentlicht in:Organic & biomolecular chemistry 2018, Vol.16 (38), p.6853-6859
Hauptverfasser: Ieronimo, Gabriella, Palmisano, Giovanni, Maspero, Angelo, Marzorati, Alessandro, Scapinello, Luca, Masciocchi, Norberto, Cravotto, Giancarlo, Barge, Alessandro, Simonetti, Marco, Ameta, Keshav Lalit, Nicholas, Kenneth M, Penoni, Andrea
Format: Artikel
Sprache:eng
Schlagworte:
Cannabinoids
Chemical reactions
Crystal structure
Crystallography
Indoles
Organic chemistry
Synthesis
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Beschreibung
Zusammenfassung:A straightforward indole synthesis via annulation of C-nitrosoaromatics with conjugated terminal alkynones was realised achieving a simple, highly regioselective, atom- and step economical access to 3-aroylindoles in moderate to good yields. Further functionalizations of indole scaffolds were investigated and an easy way to JWH-018, a synthetic cannabinoid, was achieved.
ISSN:1477-0520
1477-0539
DOI:10.1039/C8OB01471J