A Direct Route to Deuterated gem -Difluorinated Cyclopropanes via Base-Catalyzed H/D Exchange
Abstract
Deuterated compounds are significantly important in multiple domains. Herein, we report a mild and efficient method to synthesize deuterated gem -difluorinated cyclopropanes via base-catalyzed H/D exchange with an excellent level of deuterium incorporation. This approach was mediated by a catalytic amount of sodium tert -butoxide or potassium tert -butoxide with DMSO- d 6 as the deuterium source. Mechanistic studies indicate that this reaction proceeds via an anionic pathway. The scale-up synthesis and the preserved deuterium incorporation in downstream transformations demonstrate the practical applicability of this method.
Fields of Study & Subjects
Fluorine in Organic Chemistry
Chemical Reactions and Isotopes
Cyclopropane Reaction Mechanisms
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 24
- Pages
- 7907–7912
- Publication date
- 5 June 2026
- Language
- EN