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Synfacts 2011(8): 0919-0919  
DOI: 10.1055/s-0030-1260702
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Mizoroki-Heck Reaction of Hypervalent Iodine with Pd Nanocatalyst

Contributor(s): Yasuhiro Uozumi, Toshimasa Suzuka
X. Qu, P. Sun, T. Li, J. Mao*
Soochow University, Suzhou, P. R. of China
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Publication History

Publication Date:
20 July 2011 (online)

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Significance

The PEG-400-stabilized Pd nanoparticles were found to promote the Mizoroki-Heck-type reaction of hypervalent iodine reagents with olefins. Thus, the Mizoroki-Heck-type reaction of (diacetoxy)iodobenzene (1a) with methyl acrylate (2a) was carried out with Pd(OAc)2 in the presence of K2CO3 in PEG-400 to give methyl cinnamate (3a) in 99% yield. The in situ generated Pd nanoparticles in PEG-400 were recovered and reused five times with an eventual decrease in activity (1st reuse: 99% yield, 2nd reuse: 86% yield, 3rd reuse: 92% yield, 4th reuse: 88% yield, 5th reuse: 84% yield).