Professor, Department of Chemistry, University of Chicago
For pioneering contributions to the development of skeletal editing, which enables the insertion or removal of a single atom into or from a completed molecular skeleton, providing a new strategy for organic synthesis
and many others
In organic chemistry, it has been a long-standing challenge to remove a single atom from the central skeleton of a molecule or replace it with a different atom, whereas it is possible to replace substituents at the periphery of a molecule. In many cases, it is necessary to rebuild a molecule from starting materials to obtain a different skeleton. Dr. Levin has systematically pioneered the research field of “skeletal editing.” A nitrogen deletion reaction published in 2021 demonstrated the removal of a single nitrogen atom from a type of amine and the reconnection of the carbon atoms on either side of the nitrogen atom. The reagents required for this reaction are now commercially available. Subsequently, Dr. Levin developed a transformation in which carbon was replaced with nitrogen in an aromatic ring. This transformation has long been sought after but has been difficult to achieve in drug discovery. Editing targets have expanded to include skeletons containing oxygen and sulfur, making skeletal editing a major trend in synthetic organic chemistry.
Notes:
Skeletal editing: A group of reactions in which a single atom is removed, inserted, or replaced within an existing molecular skeleton.
Nitrogen deletion: A reaction in which a single nitrogen atom is removed from a molecule and the carbon atoms positioned on either side of the nitrogen atom are reconnected.