Sonogashira coupling reaction of homopropargyl ether with aryl bromides and synthesis of 2,5-disubstituted 3-bromofurans |
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| Authors: | Xin Wang LingYan Liu WeiXing Chang Jing Li |
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| Affiliation: | (1) Department of Chemistry, Michigan Technological University, Houghton, MI 49931, USA;(2) Department of Materials Science and Engineering, Michigan Technological University, Houghton, MI 49931, USA; |
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| Abstract: | This paper presents Sonogashira coupling reaction of aryl bromides with protected homopropargyl alcohols such as tert-butyldimethyl(1-phenylbut-3-ynyloxy)silane and tert-butyldimethyl(1-(2,4-dichlorophenyl)but-3-ynyloxy)silane in piperidine catalyzed by PdCl2/PPh3 without copper(I). The coupling products, disubstituted acetylene, are obtained in good or excellent yields. These products can be further used for the synthesis of 2,5-disubstituted 3-bromofurans. |
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