Sonogashira Reaction on Quinolizium Cations

The four isomeric bromoquinolizium bromides reacted with aryl- and heteroarylacetylenes under Sonogashira conditions. The reactions proceed with moderate-to-high yields to afford aryl- and heteroarylethynyl quinolizium cations. This is the first reported example of the Sonogashira reaction on hetero...

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Bibliographic Details
Published in:Organic letters 2004-11, Vol.6 (23), p.4175-4178
Main Authors: García, Domingo, Cuadro, Ana M, Alvarez-Builla, Julio, Vaquero, Juan J
Format: Article
Language:English
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Summary:The four isomeric bromoquinolizium bromides reacted with aryl- and heteroarylacetylenes under Sonogashira conditions. The reactions proceed with moderate-to-high yields to afford aryl- and heteroarylethynyl quinolizium cations. This is the first reported example of the Sonogashira reaction on heteroaromatic cations, and it allowed easy access to potential π-donor π-acceptor systems bearing cationic units.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol048368e