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Synlett 2011(18): 2713-2718  
DOI: 10.1055/s-0031-1289548
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Homogeneous Silver(I) Salts and Heterogeneous Ag3PW12O40-Catalyzed Intermolecular Allylation of Arenes with Allylic Alcohols

Guo-Qiang Chena, Zhen-Jiang Xua, Sharon Lai-Fung Chanb, Cong-Ying Zhoub, Chi-Ming Che*a,b
a Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, 345 Ling Ling Road, 200032 Shanghai, P. R. of China
b Department of Chemistry, State Key Laboratory of Synthetic Chemistry, and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road,Hong Kong, P. R. of China
Fax: +86(852)28571586; e-Mail: cmche@hku.hk;
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Publication History

Received 31 July 2011
Publication Date:
19 October 2011 (online)

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Abstract

AgOTf is an effective catalyst for intermolecular allylation of aromatic and heteroaromatic compounds with allylic alcohols affording allylated arenes in up to 99% yields. Heterogeneous allylation of arenes catalyzed by Ag3PW12O40 gave comparable product yields to those obtained by AgOTf. Ag3PW12O40 could be reused five times with slightly decreased activity.

Key words

allylation - allylic alcohols - silver catalysis - Friedel-Crafts alkylation - recyclable

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