Between Dec 19, 2024 and Jan 2, 2025, datasets can be submitted to DRUM but will not be processed until after the break. Staff will not be available to answer email during this period, and will not be able to provide DOIs until after Jan 2. If you are in need of a DOI during this period, consider Dryad or OpenICPSR. Submission responses to the UDC may also be delayed during this time.
 

Access to fused nitrogen heterocycles via Diels- Alder reactions of pyrrole with maleimide

2014-04-16
Loading...
Thumbnail Image

Persistent link to this item

Statistics
View Statistics

Journal Title

Journal ISSN

Volume Title

Title

Access to fused nitrogen heterocycles via Diels- Alder reactions of pyrrole with maleimide

Published Date

2014-04-16

Publisher

Type

Presentation

Abstract

Nitrogen heterocyclic chemistry is attractive because of its potential impact in the form of both natural and synthetic products. Fused pyrrole rings in particular have shown the potential for anti-cancerous activity upon placement in the human body. Recently, many have been interested in increasing the efficiency of this family of reactions in order to not only create molecules with biological activity, but create them with high yield for potential industrial use. Herein, we report the synthesis of a fused pyrrole diene for further cyclization with maleimide with the intention of forming a biologically active Diels-Alder adduct in high yield. Decarboxylation with sodium hydroxide to form the fused ketone has been performed in good yield. This scheme can be applied generally to form useful diene products from cheap and plentiful starting materials that have the potential to create a positive medical effect. Future efforts will be focused on fused rings of varying size as well as the addition of substituted maleimide derivatives using a similar methodology described.

Description

Related to

Replaces

License

Series/Report Number

Funding information

This research was supported by the Undergraduate Research Opportunities Program (UROP).

Isbn identifier

Doi identifier

Previously Published Citation

Other identifiers

Suggested citation

Epplin, Matthew. (2014). Access to fused nitrogen heterocycles via Diels- Alder reactions of pyrrole with maleimide. Retrieved from the University Digital Conservancy, https://hdl.handle.net/11299/163125.

Content distributed via the University Digital Conservancy may be subject to additional license and use restrictions applied by the depositor. By using these files, users agree to the Terms of Use. Materials in the UDC may contain content that is disturbing and/or harmful. For more information, please see our statement on harmful content in digital repositories.