- By:
- Zhang, Honghai
- Journal Name:
- Organic Letters
- Page Number:
- 3055-3059
- Volume:
- 25
- Issue Number:
- 17
- Publication Date:
- November 9, 2023
- View DOI Listing:
- https://doi.org/10.1021/acs.orglett.3c00883
Abstract
The K2CO3/18-crown-6-catalyzed H/D exchange of heretoarenes in high atom % deuterium incorporation is disclosed. The use of a weak base as a catalyst leads to excellent site selectivity and broad functional group tolerance. Control experiments indicated that the use of bromide, which enhances the adjacent C–H bond reactivity, as a removable directing group is essential. Moreover, conversion of bromide to other functional groups is also performed to construct other useful deuterated compounds.
