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Synthesis 2006(5): 860-864  
DOI: 10.1055/s-2006-926323
PAPER
© Georg Thieme Verlag Stuttgart · New York

Reusable and Efficient Pd(OAc)2/TBAB/PEG-400 System for Suzuki-Miyaura Cross-Coupling Reaction under Ligand-Free Conditions

Wen-Jie Liu, Ye-Xiang Xie, Yun Liang, Jin-Heng Li*
College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, P. R. of China
Fax: +86(731)8872531; e-Mail: jhli@hunnu.edu.cn;
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Publication History

Received 18 August 2005
Publication Date:
07 February 2006 (online)

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Abstract

The combination of Pd(OAc)2, TBAB and PEG-400 [poly(ethylene glycol-400)] was introduced as a reusable and efficient system for the Suzuki-Miyaura cross-coupling reaction. In the presence of 0.01 to 3 mol% of Pd(OAc)2, 10 mol% of TBAB, 2 equivalents of K2CO3 and 4 g of PEG-400, a number of aryl halides were coupled with arylboronic acids efficiently to afford moderate to excellent yields of the corresponding products under ligand-free conditions. Moreover, the system can be reused three times without any loss of catalytic activity.

Key words

Pd(OAc)2 - TBAB - PEG-400 - Suzuki-Miyaura cross-coupling reaction - aryl halides - arylboronic acids