一锅法合成取代的3-碘-1-对甲苯磺酰基-1H-吲哚的反应研究
Synthesis of Substituted 3-Iodo-1-Tosyl-1H-Indole by One-Pot Method
张苛苛 1阴俊 1李贺峰 1吴港媛 1胡梦瑶 1冯丽 1章佳安 1陆何林1
作者信息
- 1. 湖北科技学院药学院,湖北 咸宁 437100
- 折叠
摘要
3-碘-1-对甲苯磺酰基-1H-吲哚是一类重要的合成反应中间体,在金属催化的偶联反应中应用广泛.本文以简单易得的各类吲哚为原料,在引入不同取代基的情况下,考察N-H被Ts基团保护的3-碘代吲哚的合成.具体为以N,N-二甲基甲酰胺为溶剂,氢氧化钾为碱,以各种基团取代的吲哚、碘与4-甲苯磺酰氯为原料一锅法制备目标产物.总计有17 个含有不同取代基的3-碘-1-对甲苯磺酰基-1H-吲哚被合成,结构经 1H-NMR分析确认.经一锅法合成取代的3-碘-1-对甲苯磺酰基-1H-吲哚在后处理过程中无需柱层析,简单洗涤即可得到纯度较高的目标产物,适用于工业化生产.
Abstract
3-iodo-1-tosyl-1H-indole is a very important intermediate in organic synthesis.It is widely used in metal-catalyzed coupling reactions in fact.In this paper,the synthesis of 3-iodoindole protected by Ts group in the presence of different substituents were studied.Specifically,The target product was prepared by using N,N-dimethylformamide as the solvent,potassium hydroxide as the base,substituted indoles,iodine,4-toluenesulfonyl chloride as raw materials in one port.As a result,seventeen 3-iodo-1-tosyl-1H-indole containing different substituents were synthesized and their structures were confirmed by 1H-NMR.Under the condition of introducing different substituents,the one-pot synthesis of substituted 3-iodo-1-tosyl-1H-indole can be achieved successfully.This method is simple to operate and the products were easy to be purified without the need for column chromatography.Therefore,it is very suitable for industrial production.
关键词
吲哚/对甲苯磺酰基/碘化/一锅法Key words
indole/tosyl/iodization/one-pot method引用本文复制引用
出版年
2024
NETL
NSTL
万方数据