Synthesis 2015; 47(04): 562-568
DOI: 10.1055/s-0034-1379584
paper
© Georg Thieme Verlag Stuttgart · New York

Copper(I) Iodide Catalyzed Synthesis of Fused Hexacyclic Pyrazolo[4,5,1-de]quinolino[4,3,2-mn]acridin-14(11H)-ones under Ligand-Free Conditions

Wen-Ting Zhang
School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou Jiangsu 221116, P. R. of China   Fax: +86(516)83500065   eMail: xswang@jsnu.edu.cn
,
Dong-Sheng Chen
School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou Jiangsu 221116, P. R. of China   Fax: +86(516)83500065   eMail: xswang@jsnu.edu.cn
,
Chao Li
School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou Jiangsu 221116, P. R. of China   Fax: +86(516)83500065   eMail: xswang@jsnu.edu.cn
,
Xiang-Shan Wang*
School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou Jiangsu 221116, P. R. of China   Fax: +86(516)83500065   eMail: xswang@jsnu.edu.cn
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Publikationsverlauf

Received: 21. August 2014

Accepted after revision: 31. Oktober 2014

Publikationsdatum:
14. November 2014 (online)


Abstract

The three-component reaction of an o-halogenated benzaldehyde, 1H-indazol-6-amine, and cyclohexane-1,3-dione is described for the construction of fused hexacycles catalyzed by copper(I) iodide under ligand-free conditions. This is a domino reaction that constructs two new heterocycles and six new bonds in a one-pot reaction, and provides an efficient method for the synthesis of pyrazolo[4,5,1-de]quinolino[4,3,2-mn]acridin-14(11H)-ones in good yields.

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