Ligand-Free Silver(I)-Catalyzed Intramolecular Friedel-Crafts Alkylation of Arenes with Allylic Alcohols

The silver‐catalyzed direct activation of allylic alcohols as electrophilic partners for intramolecular Friedel–Crafts alkylation of arenes is described. Use of silver triflate (AgOTf; 10 mol%) enabled functionalized 1‐vinyl‐1,2,3,4‐tetrahydronaphthalenes and a 4‐vinyl‐1,2,3,4‐tetrahydroisoquinoline...

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Veröffentlicht in:	Advanced synthesis & catalysis 2009-02, Vol.351 (3), p.319-324
Hauptverfasser:	Bandini, Marco, Eichholzer, Astrid, Kotrusz, Peter, Tragni, Michele, Troisi, Stefano, Umani-Ronchi, Achille
Format:	Artikel
Sprache:	eng
Schlagworte:	alkylation aromatic compounds catalysis Friedel-Crafts reaction silver
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Beschreibung
Zusammenfassung:	The silver‐catalyzed direct activation of allylic alcohols as electrophilic partners for intramolecular Friedel–Crafts alkylation of arenes is described. Use of silver triflate (AgOTf; 10 mol%) enabled functionalized 1‐vinyl‐1,2,3,4‐tetrahydronaphthalenes and a 4‐vinyl‐1,2,3,4‐tetrahydroisoquinoline to be isolated in good yields with high levels of regiochemistry, under a ligand‐free regime.
ISSN:	1615-4150 1615-4169
DOI:	10.1002/adsc.200800628