Abstract
Treatment of 4-, 3- or 2-aryl-4,5-diphenyloxazolines with isopropyllithium gives the products of dearomatising addition, fluorine-directed lithiation or nucleophilic aromatic substitution of fluoride depending on substitution pattern and conditions. In the case of the 4-fluoroaryl substrates, fluorinated 1,4-cyclohexadiene may be obtained in good yield. © 2011 Elsevier Ltd. All rights reserved.
Original language | English |
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Pages (from-to) | 2436-2439 |
Number of pages | 3 |
Journal | Tetrahedron Letters |
Volume | 52 |
Issue number | 19 |
DOIs | |
Publication status | Published - 11 May 2011 |
Keywords
- Carbolithiation
- Dearomatisation
- Metallation
- Organofluorine chemistry
- Oxazoline
- Synthesis