Stereoselective synthesis of indenone-fused heterocyclic compounds via a one-pot four-component reaction

被引：23

作者：

Bayat, Mohammad ^{[1
]}

Hosseini, Fahimeh Sadat ^{[1
]}

Notash, Behrouz ^{[2
]}

机构：

[1] Imam Khomeini Int Univ, Dept Chem, Qazvin, Iran

[2] Shahid Beheshti Univ, Dept Chem, GC, Tehran 1983963113, Iran

来源：

TETRAHEDRON | 2017年 / 73卷 / 08期

关键词：

Diamines; 1,1-bis(methylthio)-2-nitroethene; 1,3-indandione; Aromatic aldehydes; Multi-component synthesis; METAL-FREE SYNTHESIS; DOMINO REACTIONS; AZAFLUORENONES; EFFICIENT; DERIVATIVES; ACCESS; 4-AZAFLUORENONES; INDENOPYRIDINES; SUPERACIDS; CHEMISTRY;

D O I：

10.1016/j.tet.2017.01.024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot multi-component synthesis of indenone-fused heterocyclic derivatives from readily available starting materials including diamines, 1,1-bis(methylthio)-2-nitroethene, 1,3-indandione and aromatic aldehydes in excellent yields is described. The sequence of cascade reactions include Knoevenagel condensation, enamine formation, Michael addition, imine-enamine tautomerization and cyclization. The diastereoselective synthesis of cis-indenohydropyridine have been definitively proven by X-ray crystallography. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：1196 / 1204

页数：9

共 43 条

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