Abstract
Copper-catalyzed regioselective aminothiolation of terminal and internal alkenes with N-fluorobenzenesulfonimide and thiols has been developed. The three-component reaction is promoted by the addition of dimethyl sulfide. In addition to aromatic alkenes, aliphatic alkenes are subjected to the reaction, affording various aminothiolation adducts as single regioisomers. The radical process is proposed by preliminary mechanistic studies, involving radical trap and radical clock experiments.
| Original language | English |
|---|---|
| Pages (from-to) | 15373-15379 |
| Number of pages | 7 |
| Journal | Journal of Organic Chemistry |
| Volume | 84 |
| Issue number | 23 |
| DOIs | |
| Publication status | Published - Dec 6 2019 |
ASJC Scopus subject areas
- Organic Chemistry
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Iwasaki, M., Nonaka, K., Zou, S., Sawanaka, Y., Shinozaki, T., Fujii, T., Nakajima, K., & Nishihara, Y. (2019). Copper-Catalyzed Regioselective Aminothiolation of Aromatic and Aliphatic Alkenes with N-Fluorobenzenesulfonimide and Thiols through Three-Component Radical Coupling. Journal of Organic Chemistry, 84(23), 15373-15379. https://doi.org/10.1021/acs.joc.9b02392