多组分一锅法合成多取代噻吩衍生物  

Syntheses of Polysubstituted Thiophene Derivatives via One-pot Multi-component Reaction

作　　者：任传清 季晓晖 季建伟 张强 REN Chuanqing;JI Xiaohui;JI Jianwei;ZHANG Qiang(Shaanxi Key Laboratory of Catalysis,School of Chemical&Environmental Science,Shaanxi University of Technology,Hanzhong 723000,China)

机构地区：[1]陕西理工大学化学与环境科学学院,陕西省催化基础与应用重点实验室,汉中723000

出　　处：《高等学校化学学报》2023年第6期77-82,共6页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:22101165);陕西省科技厅自然科学基础研究计划项目(批准号:2020JM-602);陕西省教育厅重点实验室项目(批准号:20JS014,20JS013)资助.

摘　　要：噻吩骨架存在于噻氯匹定、奥莫替尼以及替诺立定等药物中,可用作抗血栓药、抗肿瘤药和消炎镇痛药.目前,对该骨架分子的修饰研究一直是药物合成的热点之一.本文报道了一种在碳酸钾存在条件下,由1,3-二羰基化合物、二硫化碳、溴乙烷以及溴乙腈,通过连续多组分“一锅”反应合成多取代噻吩类化合物的新方法.通过核磁共振波谱和质谱对所得化合物的结构进行了表征,并探讨了该合成反应的机理.该合成方法条件温和、操作安全且收率高.Thiophene skeleton exists in ticlopidine,olmutinib and tinoridine drugs,they can be used as antithrombotic drugs,antitumor drugs,anti-inflammatory analgesics.At present,the study on the modification of skeleton molecules of these compounds is one of the researched hotspots of pharmaceutical synthesis.In this paper,a novel synthetic method of polysubstituted thiophene derivative by one-pot multi-component reaction was reported.In the presence of K2CO3,1,3-dicarbonyl compounds reacted with carbon disulfide,bromoethane and bromoacetonitrile.Their compositions and structures were characterized by nuclear magnetic resonance(1H NMR,13C NMR)and high resolution mass spectrometer(HRMS).The mechanism for the reaction was proposed.The method had the advantages of mild conditions,safe operation and higher yields.

关 键 词：多组分反应 多取代噻吩 1 3-二羰基化合物 

分 类 号：O626.2[理学—有机化学]