Ligand‐Free Silver(I)‐Catalyzed Intramolecular Friedel–Crafts Alkylation of Arenes with Allylic Alcohols | Zendy

Bandini Marco | Zendy; Eichholzer Astrid | Zendy; Kotrusz Peter | Zendy; Tragni Michele | Zendy; Troisi Stefano | Zendy; UmaniRonchi Achille | Zendy

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

Author(s) -

Bandini Marco,

Eichholzer Astrid,

Kotrusz Peter,

Tragni Michele,

Troisi Stefano,

UmaniRonchi Achille

Publication year - 2009

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200800628

Subject(s) - chemistry , friedel–crafts reaction , intramolecular force , trifluoromethanesulfonate , regioselectivity , tsuji–trost reaction , electrophile , alkylation , ligand (biochemistry) , allylic rearrangement , catalysis , tetrahydroisoquinoline , medicinal chemistry , organic chemistry , biochemistry , receptor

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.

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