Visible-Light Mediated Organophotoredox Catalytic Deuteration of Aromatic and Aliphatic Aldehydes

Case ID:
UA20-253
Invention:

This technology is an organophotoredox strategy that enables directly converting readily accessible aldehydes to their 1-deutero conterparts. The approach is distinct from the reported transition metal catalyzed ionic hydrogen-deuterium exchange (HDE) processes. The power of this new process has not only been demonstrated for aromatic aldehydes, but also for aliphatic substrates, which have been difficult for HDE, and for selective late-stage deuterium incorporation into complex structures with uniformly high deuteration level (>90%).

Background: 
Among isotopes, deuterium perhaps has the broadest impact on almost every sub-discipline in the life, and chemical, material and nuclear sciences and beyond. The recent surge in applications of deuterated pharmaceutical agents has been witnessed by the FDA approval of the first deuterated drug, austedo (deutetrabenazine), in 2017 and the large number of emerging deuterated drug candidates. This has created an urgent demand for synthetic methods that enable the efficient generation of deuterated building blocks.

Advantages:

  • Efficient
  • Minimal steps
  • Ability to produce a wide range of compounds


Publications: Deuteration of Formyl Groups via a Catalytic Radical H/D Exchange Approach

Patent Information:
Contact For More Information:
Garrett Edmunds
Licensing Manager, UAHS-TLA
The University of Arizona
gedmunds@arizona.edu
Lead Inventor(s):
Wei Wang
Keywords: