Radical Synthetic Strategies for Medicinal Chemistry

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2018-05

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The Ohio State University

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Abstract

Synthetic chemistry plays a key role in drug discovery. Finding a simple method to prepare drug candidates is the important to synthetic chemists. However, approaching drug molecules by traditional methods needs several steps which give a low yielding and time-consuming process. To rapidly approach target drug molecule, chemists now use C-H functionalization as a powerful tool to modify small molecules. Radical mediated C-H functionalization is currently a hot topic in synthetic chemistry due to its mild and highly selective properties. Besides C-H activation, radical mediated C-O activation also allow scientists to modify drug cores which cannot be reached previously. Herein, I report three related projects I joined during the two-year undergraduate researches in Nagib lab. The first one is polarity-reversal cascade for C-H functionalization of heteroarenes. In this project, quinoline and its derivatives are functionalized via an umpolung strategy. During the summer, to approach the cheap and effective catalyst, I tried to accomplish coupling reaction between olefins and aldehydes by photo-induced iron catalyst. The last one is silver-catalyzed decarboxylative fluorination of alcohol. An additive-based robustness screening is done to check the functional group compatibility in this project.

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Radical chemistry, Synthetic chemistry, Methodology, Organic chemistry

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