Abstract
Arenediazonium tosylate salts have been successfully employed as a new and efficient reagent in halogenation reactions. A novel and economic protocol has been developed for the bromination and chlorination of various anilines using arenediazonium tosylate salts. A wide variety of reaction conditions were studied in acetonitrile at either room temperature or 60 °C in the presence or absence of catalyst with good to excellent yields. A surprising result showed the formation of acetanilides as a major product of aniline and methyl-substituted aniline halogenations in high yields.
Original language | English |
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Pages (from-to) | 7418-7422 |
Number of pages | 5 |
Journal | Tetrahedron |
Volume | 66 |
Issue number | 37 |
DOIs | |
Publication status | Published - 11 Sep 2010 |
Keywords
- Acetanilide
- Aniline derivatives
- Arenediazonium tosylate salt
- Halogenation
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry