Abstract
Amidoximes, obtained from the reaction of nitriles with hydroxylamine, underwent Tiemann rearrangement in the presence of benzenesulfonyl chlorides (TsCl or o-NsCl) to form the N-substituted cyanamides. Subsequently, acidic hydrolysis of the cyanamides afforded the corresponding N-monosubstituted ureas. The synthesis of N-monosubstituted ureas from nitriles was accomplished by three steps in one pot, which provides a direct access to versatile N-monosubstituted urea derivatives from a wide variety of nitriles.
Original language | English |
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Article number | st-2015-u0285-l |
Pages (from-to) | 1823-1826 |
Number of pages | 4 |
Journal | Synlett |
Volume | 26 |
Issue number | 13 |
DOIs | |
Publication status | Published - 2015 Aug 12 |
Keywords
- Tiemann rearrangement
- amidoxime
- cyanamide
- hydrolysis
- urea
ASJC Scopus subject areas
- Organic Chemistry