A new practical procedure of imination for sulfide has been developed. The treatment of ( N-tosylimino)-phenyl-λ³-iodane, PhINTs, with various sulfides in the presence of a catalytic amount of I₂ under metal-free conditions affords the corresponding N-tosylsulfilimine compounds with moderate to good yields. This facile transfer procedure of the sulfonylimino group can also be applied to triphenylphosphine to produce the respective iminotriphenylphosphoranes in high yields. According to the reaction mechanism studies, the process of imination from ( N-tosylimino)-phenyl-λ³-iodane to sulfide under the conditions may involve radical steps within the reaction mechanism.
|Original language||English (US)|
|State||Published - Mar 11 2019|
Bibliographical noteFunding Information:
Funding: This work was supported by a research grant from the Russian Science Foundation (RSF-16-13-10081 and RSF-19-13-00011) and the Tomsk Polytechnic University Competitiveness Enhancement Program. A.S. is also thankful to JSPS Fund for the Promotion of Joint International Research (Grant No 16KK0199).
© 2019 by the authors.
- Amidyl radical
- Catalytic cycle
PubMed: MeSH publication types
- Journal Article