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Sonogashira coupling reaction of homopropargyl ether with aryl bromides and synthesis of 2,5-disubstituted 3-bromofurans

Sonogashira coupling reaction of homopropargyl ether with aryl bromides and synthesis of 2,5-disubstituted 3-bromofurans

作     者:WANG Xin LIU LingYan CHANG WeiXing LI Jing 

作者机构:State Key Laboratory and Research Institute of Elemento-organic ChemistryNankai UniversityTianjin 300071China 

出 版 物:《Science China Chemistry》 (中国科学(化学英文版))

年 卷 期:2009年第52卷第9期

页      面:1314-1320页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基  金:Supported by the National Natural Science Foundation of China (Grant No. 20421202 & 20372033) 

主  题:Sonogashira protected homopropargyl alcohol 2 5-disubstituted 3-bromofurans 

摘      要: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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