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A fast and mild method for the nitration of aromatic rings
β Scribed by Radoslaw R Bak; Andrew J Smallridge
- Book ID
- 104231433
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 50 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The use of N 2 O 5 and a Fe(III) catalyst for the nitration of aromatic rings is described. This methodology is compatible with most functional groups and results in near quantitative yields in 4 min. The reaction conditions are non-oxidising: benzaldehyde and benzyl alcohols are readily nitrated with little or no oxidation (<4%) occurring. The addition of the iron catalyst activates the system to such an extent that nitration of an activated aromatic ring, such as toluene, occurs quantitatively at -100Β°C. This high activity allows compounds with sensitive functional groups such as alkenes to be smoothly nitrated.
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