New Possibilities for Electron-rich Naphthyl Analogs to Facilitate Photocyclic Cycloaddition in the Synthesis of Drug Scaffolds

Roumas, Nicholas G

Student Work

New Possibilities for Electron-rich Naphthyl Analogs to Facilitate Photocyclic Cycloaddition in the Synthesis of Drug Scaffolds

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A photocyclic cycloaddition reaction via an ylide intermediate has opened the way for the synthesis and testing of numerous biologically active scaffolds. Research has demonstrated that the incorporation of electron-rich systems, most significantly naphthyl systems, increases the efficiency of the photocyclic reaction. In this project, new possibilities for electron-rich naphthyl analogs have been explored, incorporating heteroatoms into the bicyclic aromatic system. These new structures have been selected on the criteria of Lipinski’s rules and feasibility of synthesis. A precursor to one of these structures was synthesized. Additionally, syntheses of other scaffold components were carried out.

This report represents the work of one or more WPI undergraduate students submitted to the faculty as evidence of completion of a degree requirement. WPI routinely publishes these reports on its website without editorial or peer review.

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