. The construction of valuable complex molecules from readily available chemical precursors is a central goal in synthesis. Bioactive small molecules (including pharmaceuticals and agrochemicals) are especially valuable because they influence human health and global food production. Our overall research goal is to develop new patterns in chemical reactivity that can be utilized in the solution of many diverse and impactful problems. Our lab has developed a family of radical anion-based processes that selectively activate heteroaromatic substrates for selective coupling with a range of different olefin types. Here we seek to extend this mechanistic strategy to the construction of many different valuable compound classes.
In Aim 1, we propose a new strategy for the preparation of valuable fluorinated compounds through the cleavage of very strong C?F bonds (in aryl trifluoromethyl groups). We present a number of different ways that activation of these substrates by radical-anion formation could be utilized in bond-forming processes.
Aim 2 seeks to utilize aryl and heteroaryl radical anions in the formation of privileged pharmacophores.
In Aim 3, we describe a novel strategy for the synthesis of unnatural peptides.

Public Health Relevance

. New tools for the synthesis of bioactive molecules have the ability to streamline the invention of new medicines and improve global food production. In this research, we describe the ability of a single chemical event (radical anion formation) to impact the synthesis of many different classes of bioactive molecules.

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Research Project (R01)
Project #
5R01GM129495-03
Application #
9933947
Study Section
Synthetic and Biological Chemistry B Study Section (SBCB)
Program Officer
Yang, Jiong
Project Start
2018-07-10
Project End
2023-03-31
Budget Start
2020-04-01
Budget End
2021-03-31
Support Year
3
Fiscal Year
2020
Total Cost
Indirect Cost
Name
Emory University
Department
Chemistry
Type
Schools of Arts and Sciences
DUNS #
066469933
City
Atlanta
State
GA
Country
United States
Zip Code
30322