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Synthesis 2011(18): 2975-2983  
DOI: 10.1055/s-0030-1260138
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

An Efficient and Recyclable Magnetic-Nanoparticle-Supported Palladium Catalyst for the Suzuki Coupling Reactions of Organoboronic Acids with Alkynyl Bromides

Xiuli Zhanga,b, Pinhua Lic, Yong Jia, Lei Zhangc, Lei Wang*b,c
a Department of Chemistry, Anhui Agricultural University, Hefei, Anhui 230036, P. R. of China
b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. of China
c Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. of China
Fax: +86(561)3090518; e-Mail: leiwang@chnu.edu.cn;
Further Information

Publication History

Received 8 April 2011
Publication Date:
27 July 2011 (online)

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Abstract

A highly active, air- and moisture-stable and easily recoverable magnetic-nanoparticle-supported palladium catalyst has been developed for the Suzuki cross-coupling reaction of organoboron derivatives with alkynyl bromides. In the presence of palladium catalyst (0.5 mol%), organoboron derivatives including aromatic and aliphatic boronic acids, potassium aryltrifluoroborates, and sodium tetraphenylborate reacted smoothly with 1-bromo-2-substituted acetylenes to generate the corresponding cross-coupling products in good to excellent yields in ethanol. In addition, it is possible to recover and reuse the supported palladium catalyst at least 16 times without significant loss of its catalytic activity.

Key words

palladium catalyst - Suzuki coupling reaction - organo­boronic acids - alkynyl bromides - magnetic nanoparticles

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