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An Efficient and Ecofriendly Three-Component Reaction for the Rapid Synthesis of 2-Amino-4H-chromenes Catalyzed by a DABCO­-Based Ionic Liquid
Synthesis ( IF 2.6 ) Pub Date : 2018-07-02 , DOI: 10.1055/s-0037-1610123
Da-Zhen Xu 1 , Cheng-Bin Li 1 , Yu-Wei Li 1
Affiliation  

Abstract

An efficient, economical, and green strategy for the construction of biologically relevant 2-amino-4H-chromene scaffolds via a tandem Knoevenagel–Pinner cyclization–Michael reaction has been successfully developed. In the presence of DABCO-based ionic liquids, two different 2-amino-4H-chromene derivatives, 2-amino-4-(indol-3-yl)-4H-chromenes and 2-amino-4-(pyrazol-4-yl)-4H-chromenes, were prepared in good to excellent yields (81–97%) within short reaction times under mild conditions. All the products are purified by simple crystallization. The catalyst could be recycled for at least five times.

An efficient, economical, and green strategy for the construction of biologically relevant 2-amino-4H-chromene scaffolds via a tandem Knoevenagel–Pinner cyclization–Michael reaction has been successfully developed. In the presence of DABCO-based ionic liquids, two different 2-amino-4H-chromene derivatives, 2-amino-4-(indol-3-yl)-4H-chromenes and 2-amino-4-(pyrazol-4-yl)-4H-chromenes, were prepared in good to excellent yields (81–97%) within short reaction times under mild conditions. All the products are purified by simple crystallization. The catalyst could be recycled for at least five times.



中文翻译:

基于DABCO的离子液体催化的2-氨基-4H-色烯快速合成的高效环保三组分反应

摘要

已经成功开发了通过串联的Knoevenagel-Pinner环化-Michael反应构建生物相关的2-氨基-4 H-色烯支架的有效,经济和绿色策略。在基于DABCO的离子液体的存在下,两种不同的2-amino-4 H -chromene衍生物,2-amino-4-(吲哚-3-yl)-4 H -chromenes和2-amino-4-(pyrazol-在温和的条件下,在较短的反应时间内就可以以良好的产率(4-97%)制备4-yl)-4 H-苯甲基。所有产品均通过简单的结晶纯化。催化剂可以循环至少五次。

已经成功开发了通过串联的Knoevenagel-Pinner环化-Michael反应构建生物相关的2-氨基-4 H-色烯支架的有效,经济和绿色策略。在基于DABCO的离子液体的存在下,两种不同的2-amino-4 H -chromene衍生物,2-amino-4-(吲哚-3-yl)-4 H -chromenes和2-amino-4-(pyrazol-在温和的条件下,在较短的反应时间内就可以以良好的产率(4-97%)制备4-yl)-4 H-苯甲基。所有产品均通过简单的结晶纯化。催化剂可以循环至少五次。

更新日期:2018-07-02
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