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Synthesis 2011(2): 213-216  
DOI: 10.1055/s-0030-1258338
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Ligand-Free Copper-Catalyzed Arylation of Olefins by the Mizoroki-Heck Reaction

Yong Penga, Jiuxi Chen*a, Jinchang Dinga,b, Miaochang Liua, Wenxia Gaoa, Huayue Wu*a
a College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. of China
Fax: +86(577)88368280; e-Mail: jiuxichen@gmail.com; e-Mail: huayuewu@wzu.edu.cn ;
b Wenzhou Vocational and Technical College, Wenzhou 325035, P. R. of China
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Publication History

Received 1 September 2010
Publication Date:
26 November 2010 (online)

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Abstract

A novel ligand-free copper-catalyzed Mizoroki-Heck cross-coupling reaction of various aryl iodides with olefins has been developed. Both the solvent and the base were found to have a fundamental influence on the efficiency of the transformation in the presence of 10 mol% Cu2O, with DMF and tetramethylammonium bromide (TMAB) being the optimal solvent and base, respectively. As a result, a set of the corresponding E-internal olefins were obtained selectively in moderate to good yields.

Key words

ligand-free - copper-catalyzed - Mizoroki-Heck reaction - cross-coupling - E-internal olefins

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