Abstract
Deterium-labeled (hetero)aryl bromide is one of the most widespread applicable motifs to achieve important deuterated architectures for various scientific applications. Traditionally, these deterium-labeled (hetero)aryl bromides are commonly prepared via multistep syntheses. Herein, we disclose a direct H/D exchange protocol for deuteration of (hetero)aryl bromides using Ag2CO3 as catalyst and D2O as deuterium source. This protocol is highly efficient, simply manipulated, and appliable for deuterium-labeling of over 55 (hetero)aryl bromides including bioactive druglike molecules and key intermediates of functional materials. In addition, this method showed distinguishing site-selectivity toward the existing transition-metal-catalyzed HIE process, leading to multideuterated (hetero)aryl bromides in one step.
| Original language | English |
|---|---|
| Pages (from-to) | 1554-1560 |
| Number of pages | 7 |
| Journal | Organic Letters |
| Volume | 23 |
| Issue number | 5 |
| DOIs | |
| State | Published - Mar 5 2021 |
| Externally published | Yes |
Funding
We thank the National Natural Science Foundation of China (Grant Numbers 21704041, 22075135), Six Talent Peaks Project in Jiangsu Province (Grant No. XCL-027), and Nanjing Scientific Research Foundation for Returned Scholars for support.