Synthesis of a Vinylogous Amide Photosubstrate for Visible Light-Mediated [2 + 2] Photocycloaddition
Date of Submission
Spring 2023
Academic Program
Chemistry and Biochemistry
Project Advisor 1
Emily McLaughlin
Abstract/Artist's Statement
Compounds possessing four-membered carbon rings are highly sought after in synthetic chemistry because of their rigid, puckered structure, utility in medicinal chemistry, and ability to easily undergo ring expansion. However, they can be challenging to synthesize with traditional, thermal methods due to their thermal inaccessibility and the relatively high ring strain associated with their unique conformation. Our research group aims to explore the viability of visible light-mediated [2 + 2] photocycloaddition as an alternative method for preparing compounds with four-membered carbon rings.
This project specifically examines two pathways for the synthesis of a target photosubstrate, the vinylogous amide, which can be utilized in the photocatalytic [2 + 2] reaction. We report our observations and discuss the benefits and limitations of two synthetic pathways and propose future recommendations for the synthesis of the vinylogous amide.
Open Access Agreement
On-Campus only
Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 4.0 License.
Recommended Citation
Wilson, Abigail W., "Synthesis of a Vinylogous Amide Photosubstrate for Visible Light-Mediated [2 + 2] Photocycloaddition" (2023). Senior Projects Spring 2023. 32.
https://digitalcommons.bard.edu/senproj_s2023/32
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