An unexpected multicomponent reaction leading to 2-arylpyrrolo[2,3,4-kl]acridin-1(2H)-ones

被引：39

作者：

Kefayati, Hassan ^{[1
]}

Narchin, Fataneh ^{[2
]}

Rad-Moghadam, Kurosh ^{[3
]}

机构：

[1] Islamic Azad Univ, Dept Chem, Sci & Res Branch, Guilan, Iran

[2] Islamic Azad Univ, Dept Chem, Rasht Branch, Rasht, Iran

[3] Univ Guilan, Dept Chem, Fac Sci, Rasht, Iran

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 34期

关键词：

Multicomponent reaction; Pyrroloacridine; Ionic liquid; Dimedone; Isatin; MICROWAVE IRRADIATION; MARINE SPONGE; PLAKINIDINE-D; ALKALOIDS; DERIVATIVES; ACRIDINES; DIDEMNUM; SOLVENT;

D O I：

10.1016/j.tetlet.2012.06.070

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unexpected condensation profile was observed for the three-component reaction of 5,5-dimethyl-1,3-cyclohexadione (dimedone), various anilines, and isatin leading to the synthesis of novel 2-arylpyrrolo [2,3,4-kl]acridin-1(2H)-ones in the ionic liquid [HMIm]HSO4. Regeneration of the enamine group after the initial condensation reaction associated with participation of the restored amine group in translactonization with the pyrrolidone ring are suggested as the main differentiating events being favored over addition of the second dimedone molecule, with respect to similar reported reactions. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：4573 / 4575

页数：3

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