Synthesis 2006(21): 3611-3616  
DOI: 10.1055/s-2006-950220
PAPER
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed, Triethylborane-Promoted C-Allylation of Naphthols and Benzene Polyols by Direct Use of Allyl Alcohols

Masanari Kimuraa, Miki Fukasakaa, Yoshinao Tamaru*b
a Graduate School of Science and Technology, Nagasaki University, 1-14 Bunkyo, Nagasaki 852-8521, Japan
b Department of Applied Chemistry, Faculty of Engineering, Nagasaki University, 1-14 Bunkyo, Nagasaki 852-8521, Japan
Fax: +81(95)8192677; e-Mail: tamaru@net.nagasaki-u.ac.jp;
Weitere Informationen

Publikationsverlauf

Received 30 May 2006
Publikationsdatum:
04. September 2006 (online)

Abstract

The combination of a catalytic amount of Pd(0) species and triethylborane promotes the C-allylation of benzene polyols and naphthols at room temperature to 50 °C by the direct use of a variety of allylic alcohols; Exhaustive allylation of 1,3-benzenediol and 1,3,5-benzenetriol provides penta-allylation and hexa-allylation products, respectively, in good yields.