无催化剂、三组分一锅法合成2-氨基-3-氰基-4H-吡喃类化合物
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摘要
4-H-吡喃类化合物在医药、化工、有机合成等方面应用广泛,因此,发展其有效的合成方法具有重要意义。本文主要研究无催化剂条件下,以水作为反应介质,乙醇作为辅助溶剂,促进芳香醛、丙二腈与多种1,3-二羰基化合物的三组分"一锅法"缩合反应,高产率地合成了3种超过50个2-氨基-3-氰基-4H-吡喃类化合物并进行了系统的结构表征。该方法具有反应条件温和、不使用催化剂、底物适用性广、反应和后处理过程简单以及环境友好等优点。
4 H-Pyrans and 4 H-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 cosolvent. Three kinds,over fifty 2-amino-3-cyano-4 H-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.
4 H-Pyrans and 4 H-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 cosolvent. Three kinds,over fifty 2-amino-3-cyano-4 H-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.
引文
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