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...

Full description

Saved in:
Bibliographic Details
Published in:Advanced synthesis & catalysis 2009-02, Vol.351 (3), p.319-324
Main Authors: Bandini, Marco, Eichholzer, Astrid, Kotrusz, Peter, Tragni, Michele, Troisi, Stefano, Umani-Ronchi, Achille
Format: Article
Language:English
Subjects:
alkylation
aromatic compounds
catalysis
Friedel-Crafts reaction
silver
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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