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Title
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DABCO catalyzed tandem reaction between 1,3-dicarbonyl compounds and dialkyl acetylenedicarboxylates
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Type
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Presentation
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Keywords
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DABCO, 1,3-dicarbonyl compounds, benzanulations
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Abstract
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Benzene derivatives are uniquely important in organic chemistry and several strategies for the synthesis of functionalized benzenes were already developed [1]. Biaryles are also important as application in electronic device [2] and their biological activities [3]. Nair and co-workers have reported the reaction between β-ketoesters and dimethyl acetylenedicarboxylate in the presence of a catalytic amount of DMAP to produce polysubstituted benzene and biaryl derivatives [4]. We have previously reported the reaction between cyclic 1,3-diketones and dialkyl acetylenedicarboxylates in the presence of a catalytic amount of tertiary amines to produce chromene derivatives [5]. In this work we wish to report an efficient synthetic route to highly functionalized benzene and biaryl derivatives using acyclic 1,3 dicarbonyl compounds 1 and dialkyl acetylenedicarboxylates 2 in the presence of a catalytic amount of 1,4-diazabicyclo[2.2.2]octane (DABCO). The structures of products were deduced by 1H, 13C NMR, Mass, and IR spectroscopy.
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Researchers
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Jamileh Kadkhoda (Third Researcher), Amin Zolali (Second Researcher), Farough Nasiri (First Researcher)
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