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  

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

作　　者：吕乐 毛胜雪 李非[1] 朱小磊[2] 吕成伟[1] LU Yue a;MAO Shengxuea;LI Fei a;ZHU Xiaolei b;LU Chengweia(a College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian, Liaoning 116029, China;b Teachers Training College of Anshan,Anshan, Liaoning 114000, Chin)

机构地区：[1]辽宁师范大学,辽宁大连116029 [2]鞍山市教师进修学院,辽宁鞍山114000

出　　处：《应用化学》2018年第5期518-525,共8页Chinese Journal of Applied Chemistry

基　　金：国家自然科学基金(21403100);辽宁省博士科研启动基金(20141100)资助项目~~

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.

关 键 词：多组分反应 无催化剂 水 4H-吡喃 绿色合成 

分 类 号：O621[理学—有机化学]