合成57-二氯吲哚类化合物的新方法.docx

摘 要
5,,具有特殊的理化性质,在农业、医药等领域的用途十分广泛,如用于治疗HIV药物的合成,制备植物生长素、饲料添加剂等。目前文献上对于5,。,一锅(one-pot)反应生成 5,,将多步的反应过程缩短至两步。
本研究采用价廉易得的2,,经过碘化反应,在2,4. 二氯苯胺的6位上引入一个碘原子,制得苯胺底物一2,4-;利用两种不同的碘化方法得到这一苯胺底物:一氯化碘碘化法和双氧水氧化碘化法,比较两种碘化反应的优劣,最后选择双氧水氧化碘化法为制备苯胺底物的方法。
对于环合反应,主要进行了2,,分离反应生成物,得到纯品5,,最后优化反应条件,得到催化剂体系 Pd(OAc2)(3m01%)/P(o-t01)3=l:2,反应温度80℃,反应时间为5小时,三乙胺为碱的较优条件。
通过质谱、红外光谱、1H核磁共振谱析等一系列分析方法证明所合成的产物为目标产物5,。
关键词: 5,:Pd催化环合反应;--t隅(one—pot)反应;Heck 反应
AB STRACT
5,7-dichloroindole derivatives are anic materials and chemical has not only many special pharmacological effects,such as HW treatment,but could also be used as growth hormone for plants,addictives of feeding ,it could be widely used in the areas of agriculture and medicine. However,only a few synthetic methods with disadvantages are reported by it is necessary e out a new way to get such product.
In this research,one pot react 2,4-dichloro--6-iodoanline and pound to get our desired 5,7-dichloroindole ring structure,and it is convenient to get such product,which simplifies the whole reaction to two would saving the reacting materials and lessen the work intensity.
2,4-dichloroanline Was as the starting materials tO synthesize cyclizaion substrate 2,4-dichloro·6-iodoanline by introducing a iodo atom into the 6th position of different iodination iodination and Oxidative iodination,pared tO choose the best one.
About the annulation of 5,7一dichloroindole deftvatives,we performed the reaction of 2,4一dichloro-6-iodoanline and pyruvic acid tO get 5,7一dichloroindole
·2-carboxylic acid,which was characterized by 1H-NMR and FT- optimized
conditions is obtained as following:the ratio of Pd(OAc2)(3m01%)to P()3 is 1:2, reaction time 5h,reaction temperature about 80℃.and ethylamine as base.
KEY WORDS:-dichloroindole de