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Synlett 2004(2): 0359-0361  
DOI: 10.1055/s-2003-44992
LETTER
© Georg Thieme Verlag Stuttgart · New York

A Simple and Highly Efficient Catalytic System for Suzuki Cross-Coupling Using Ligandless Palladium Chloride

Xiaochun Taoa, Yinyan Zhaoa, Dong Shen*b
a Laboratory of Organometallic Chemistry, East China University of Science and Technology, Shanghai 200237, P. R. China
b Laboratory of Chemical Physics, East China University of Science and Technology, Shanghai 200237, P. R. China
e-Mail: shen@ecust.edu.cn;
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Publication History

Received 1 November 2003
Publication Date:
16 December 2003 (online)

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Abstract

Ligandless palladium chloride catalyzed Suzuki cross-coupling reaction of a series of aryl bromides and arylboronic acids in pyridine, with K2CO3 as the base, afforded the corresponding biaryls in surprisingly high yields. The quantities of PdCl2 employed were especially low (0.2-0.3 mol%) and the solvent pyridine could be recovered in high amounts (>90%).

Key words

ligandless - palladium chloride - Suzuki cross-coupling - aryl bromide - arylboronic acid

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General Procedure: A Schlenk tube was charged with aryl bromide (2.0 mmol), arylboronic acid (3.0 mmol), K2CO3 (4.0 mmol), PdCl2 (0.3 mol%) and pyridine (3 mL). The Schlenk tube was then put under an atmosphere of Ar and placed in an oil bath and heated to the reflux. Upon complete consumption of the aryl bromides as determined by TLC analysis, the reaction mixture was allowed to cool down to r.t. and the solvent was recovered under vacuum (volume recovered was greater than 2.7 mL). The remains were isolated by column chromatography. All biaryl products were characterized by melting points and 1H NMR spectra.