高选择性地制备单溴代噻吩衍生物  

High regioselective preparation of mono-bromothiophene derivatives

作　　者：赵生敏[1] 张文官[1] 

机构地区：[1]北京印刷学院印刷与包装工程学院,北京102600

出　　处：《化学试剂》2009年第8期646-648,共3页Chemical Reagents

基　　金：北京市自然科学基金资助项目(4052012);北京印刷学院人才基金资助项目(F-03-76)

摘　　要：用N-溴代丁二亚酰胺溴化噻吩、2-甲基噻吩、3-甲基噻吩、2,5-二甲基噻吩、苯并噻吩、2-甲基苯并噻吩时,高产率、高区域选择性地得到2-溴噻吩、5-甲基-2-溴噻吩、3-甲基-2-溴噻吩、2,5-二甲基-3-溴噻吩、3-溴苯并噻吩、2-甲基-3-溴苯并噻吩,反应只生成单溴代噻吩衍生物。产物分离方便,同时发现噻吩衍生物的甲基对溴代反应的速度有较大的影响。When thiophene,2-methylthiophene,3-methylthiophene,2,5-dimethylthiophene,benzothiophene and 2-methylbenzothiophene were brominated with N-bromosuccinimide,the products-2-bromothiophene,2-bromo-5-methylthiophene,2-bromo-3-methylthiophene,3-bromo-2,5-dimethylthiophene,3-bromobenzothiophene and 3-bromo-2-methylbenzothiophene,respectively,were obtained with high regioselectivity at high yield.Only mono-bromothiophene derivatives were produced without formation of dibromothiophene derivatives.The brominated products were isolated very conveniently.Methyl radicals on thiophene derivatives had great influence on the rate of bromination.

关 键 词：噻吩衍生物 单溴代反应 区域选择性 N-溴代丁二亚酰胺 

分 类 号：O626.12[理学—有机化学]