Phenanthridinone is a flat aromatic structure that is commonly found in many biologically active molecules and drug candidates. However, its extensive bioactivity can be a problem when attempting to make drug candidates that are developed for selective interactions, thereby reducing side effects and toxicity. With this in mind, phenanthridinone derivatives were synthesized using the Birch-Heck sequence to produce analogs with chiral centers and all-carbon quaternary sp<sup>3</sup> carbons. This process entails the Birch-reduction/alkylation of benzoic acid followed by the formation of an acyl chloride, which is immediately reacted to form an amide. Finally, in the key step, an enantioselective desymmetrizing intramolecular Heck reaction is completed to produce these analogs. These derivatives of phenanthridinone could retain their bioactivity as well as be more selective and potent in their interactions with biological targets for therapeutic purposes.<br/>

Enantioselective synthesis of phenanthridinone analogs with quaternary carbons utilizing the Birch-Heck sequence

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.