Citation: LÜ Yue, MAO Shengxue, LI Fei, ZHU Xiaolei, LÜ Chengwei. Efficient Synthesis of 2-Amino-3-cyano-4H-pyran Derivatives via Catalyst-Free One-Pot Tri-Component Reaction[J]. Chinese Journal of Applied Chemistry, ;2018, 35(5): 518-525. doi: 10.11944/j.issn.1000-0518.2018.05.170220 shu

Efficient Synthesis of 2-Amino-3-cyano-4H-pyran Derivatives via Catalyst-Free One-Pot Tri-Component Reaction

LÜ Yue ^a ,
MAO Shengxue ^a ,
LI Fei ^a ,
ZHU Xiaolei ^b ,
LÜ Chengwei ^a,,

a.
College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian, Liaoning 116029, China
b.
Teachers Training College of Anshan, Anshan, Liaoning 114000, China

Corresponding author: LÜ Chengwei, chengweilv@126.com
Received Date: 23 June 2017
Revised Date: 7 September 2017
Accepted Date: 18 October 2017

Fund Project: Supported by the National Natural Science Foundation of China(No.21403100), the Doctoral Scientific Research Foundation of Liaoning Province(No.20141100)the National Natural Science Foundation of China 21403100the Doctoral Scientific Research Foundation of Liaoning Province 20141100

Figures(1)

4H-Pyrans and 4H-pyran-annulated heterocyclic scaffolds are the key building blocks of numerous natural products and represent a "drug-like" structural motif with a broad spectrum of applications in organic synthesis and medicinal chemistry. In this paper, a convenient one-pot three-component strategy was conducted successfully under catalyst-free condition employing water as reaction medium and ethanol as co-solvent. Three kinds, over fifty 2-amino-3-cyano-4H-pyran derivatives were synthesized in good to excellent yields by the condensation of a series of aromatic aldehydes with malononitrile and different 1, 3-dicarbonyl compounds. Broad substrate scope, systematic characterization, eliminated catalyst, mild reaction condition, simple purification procedure are the best advantages in this methodology.
- multi-component reaction,
- catalyst-free,
- water,
- 4H-pyran derivatives,
- green synthesis
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