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Synthesis 2018; 50(18): 3708-3714
DOI: 10.1055/s-0037-1610123
DOI: 10.1055/s-0037-1610123
paper
An Efficient and Ecofriendly Three-Component Reaction for the Rapid Synthesis of 2-Amino-4H-chromenes Catalyzed by a DABCO-Based Ionic Liquid
This work was financially supported by the National Natural Science Foundation of China (NSFC) (No. 21302101), and National Training Programs of Innovation and Entrepreneurship for Undergraduates (Nos. 201710055080, 201710055085). We also thank the Nankai University State Key Laboratory of Elemento-Organic Chemistry for support.Further Information
Publication History
Received: 11 April 2018
Accepted after revision: 17 May 2018
Publication Date:
02 July 2018 (online)
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.
Key words
2-amino-4H-chromene - green chemistry - ionic liquid - multicomponent reaction - salicylaldehydeSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610123.
- Supporting Information
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