Synthesis of α-Deuterated Trifluoromethylated Amines through Isomerization-Deuteration Reaction of Imines
Abstract
Deuterated compounds are of significant interest in chemistry, medicinal chemistry, and the pharmaceutical industry. Herein, we report organocatalytic isomerization-deuteration reactions of trifluoromethyl imines via a deprotonation-H/D exchange-deuteration sequence, providing a new strategy for the effective synthesis of chiral and racemic α-deuterated trifluoromethylated amines with excellent deuterium incorporation using D 2 O as the deuterium source. High enantioselectivity could be achieved for aliphatic trifluoromethyl imine using as low as 0.2 mol % of new cinchonium betaine catalysts.
Fields of Study & Subjects
Chemical Reactions and Isotopes
Fluorine in Organic Chemistry
Radiopharmaceutical Chemistry and Applications
Publication details
- Journal / source
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Volume
- 148
- Issue
- 8
- Pages
- 8927–8935
- Publication date
- 19 February 2026
- Language
- EN