An efficient synthesis of 4H-chromene, 4H-pyran, and oxepine derivatives via one-pot three-component tandem reactions

被引：50

作者：

Kazemi, Bagher ^{[1
]}

Javanshir, Shahrzad ^{[1
]}

Maleki, Ali ^{[1
]}

Safari, Mostafa ^{[1
]}

Khavasi, Hamid Reza ^{[2
]}

机构：

[1] Iran Univ Sci & Technol, Dept Chem, Tehran 1684613114, Iran

[2] Shahid Beheshti Univ, Dept Chem, Tehran 1983953113, Iran

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 51期

关键词：

Oxepine; Pyran; Chromene; Multicomponent reaction; Dialkyl acetylenedicarboxylate; Malononitrile; ISOCYANIDES; SCAFFOLD; ETHERS;

D O I：

10.1016/j.tetlet.2012.10.046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and efficient method has been developed for the synthesis of highly functionalized 2-amino-4H-pyran, 2-amino-4H-chromene, 2-amino-oxepine, and 2-hydroxy-oxepine derivatives through one-pot, three-component tandem reactions of structurally diverse 1,3-diketones, dialkyl acetylenedi-carboxylates, and malononitrile or ethyl cyanoacetate in the presence of a catalytic amount of Na2CO3 in ethanol. This efficient technique has the advantages of giving products in good to high yields, in short reaction times, and with a simple isolation procedure. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：6977 / 6981

页数：5

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