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 

机构地区：[1]State Key Laboratory and Research Institute of Elemento-organic Chemistry,Nankai University,Tianjin 300071,China

出　　处：《Science China Chemistry》2009年第9期1314-1320,共7页中国科学（化学英文版）

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

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.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.

关 键 词：SONOGASHIRA protected homopropargyl alcohol 2 5-disubstituted 3-bromofurans 

分 类 号：O621.2[理学—有机化学]