摘要
设计了4,5-二甲基-2-三甲基硅基噻吩-3-甲酰胺衍生物的合成新方法,该方法以相对廉价易得的3-巯基-2-丁酮和丙炔酸甲酯为原料,通过丙炔酸甲酯的硅烷化、噻吩环化、选择性水解及胺化等过程,合成了目的产物;同时对丙炔酸甲酯的硅烷化、噻吩环化、选择性水解等步骤所涉及的反应促进剂进行了筛选和探索.所设计方法具有原料易得、反应条件温合易控、中间体易于纯化、单步收率高等特征,具有潜在工业开发价值.
A new procedure for synthesizing 4,5-dimethyl-2-（trimethylsilyl）thiophene-3-carboxamide derivatives was ex-plored. Using commercially available 3-mercaptobutan-2-one and methyl propiolate as starting materials, the target com-pounds were obtained in four steps via silylanization of methyl propiolate, cyclization, selective hydrolysis and amidation. And the promoters involved in silylanization, cyclization and selective hydrolysis were screened. The procedure exhibited several advantages such as easily available raw materials, mild reaction conditions, easily purified intermediates and high sin-gle-step yields. It had potential to be applied to scale production.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2014年第11期2376-2381,共6页
Chinese Journal of Organic Chemistry
基金
国家"十二五"粮食丰产科技工程(Nos.2011BAD16B07
2012BAD04B07)
中国科学院现代农业示范和区域创新集群计划(No.CXJQ120111)资助项目~~
关键词
硅烷化
噻吩环化
选择性水解
合成
silylanization
cyclization
selective hydrolysis
synthesis
