一种2,3,5三取代噻吩的合成方法  

A Method for the Synthesis of 2,3,5-Trisubstituted Thiophenes

作　　者：范威 FAN Wei(Office of Research Affairs, Chuzhou City Vocation College, Chuzhou, Anhui 239000, China)

机构地区：[1]滁州城市职业学院科研处,安徽滁州239000

出　　处：《复旦学报（自然科学版）》2021年第2期207-212,共6页Journal of Fudan University：Natural Science

基　　金：安徽省教育厅科研重点项目(KJ2020A1003)。

摘　　要：2,3,5-三取代噻吩具有多样的生物学活性,可用作PqsD抑制剂、IKKβ抑制剂、p38激酶抑制剂等.现有的合成路径存在用时长、原料有异味、产率不高等缺点,因此需要继续探究构建并修饰噻吩骨架2,3,5-位的新方法.本文报道了一种以叔丁醇钠催化芳酰基取代的苊酮和硫氰基取代的芳酮,在微波条件下合成2,3,5-三取代噻吩的反应.红外光谱、核磁共振谱和质谱证实了产物结构,其中化合物3a的结构还得到了单晶确认.2,3,5-Trisubstituted thiophenes have diverse biological activities and can be used as PqsD inhibitors,IKKβinhibitors,p38 kinase inhibitors and so on.The existing synthetic routes have disadvantages such as long time,raw materials with peculiar smell and low yield.Therefore,it is necessary to continue to explore new methods for constructing and modifying the 2,3,5-position of the thiophene skeleton.This paper reports a reaction of 2,3,5-trisubstituted thiophenes under microwave conditions using sodium tert-butoxide catalyzed by aroyl substituted acenaphthenone and thiocyanate substituted aromatic ketone.Infrared spectroscopy,proton nuclear magnetic resonance spectroscopy and mass spectrometry confirmed the structure of the product,and the structure of compound 3a was also confirmed by a single crystal.

关 键 词：芳酰基取代的苊酮 硫氰基取代的芳酮 三取代噻吩 

分 类 号：O626[理学—有机化学]