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Synfacts 2011(4): 0459-0459  
DOI: 10.1055/s-0030-1259739
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of α,β-Acetylenic Ketones with Polystyrene-Supported ZnBr2

Contributor(s): Yasuhiro Uozumi, Takao Osako
A. Keivanloo*, M. Bakherad, B. Bahramian, M. Rahmani, S. A. N. Taheri
Shahrood University of Technology, Iran
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Publication History

Publication Date:
18 March 2011 (online)

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Significance

A polystyrene-supported zinc ­bromide-ethylenediamine complex (PS-en-ZnBr2) was prepared by the reaction of chloromethylated polystyrene with ethylenediamine followed by treatment with ZnBr2 (eq. 1). PS-en-ZnBr2 catalyzed the reaction of acid chlorides with terminal alkynes in the presence of pyridine in toluene to give the corresponding α,β-acetylenic ketones in 75-99% yield (24 examples, eq. 2).