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Virginia Wesleyan College
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Student Research Projects

New Synthesis of Substituted Pyrrolo[1.2-a] Quinoxaline Derivatives Employing Quinoxaline 2-Vinylacetylenes

Student Megan Cahoon
Faculty Mentor(s)
Department Chemistry
Course CHEM 489: Research in the Natural Sciences


The synthesis, isolation and proof of structure of nitrogen containing compounds are fascinating areas of research due to the prospects of obtaining new synthetic materials with useful physical and pharmaceutical properties. For instance, compounds containing the pyrrolo[1,2-a] pyrazine and pyrrolo[1,2-a] quinoxaline core structures have shown broad spectrum of biological activities and have been screened for a variety of pharmaceutical applications. Several studies have accomplished methods for the synthesis of quinoxalinehydrazides. The majority of procedures availiable for the synthesis of [1,2 a] pyrrolo-fused heterocycles involves pyrroles annulation reactions. A relatively few methods start from quinoxalines. We have described an effective synthesis which provides a straightforward route to monosubstituted [1, 2a] pyrrolo quinoxaline derivatives with high purity and modest yields. Our approach should be applicable to the synthesis of other related pyrrolo-fused heterocycles. H1NMR and 13CNMR analysis of all the compounds are consistent with the suggested structures.


Virginia Section of the American Chemical Society Meeting in Charlottesville, April 2008

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