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Hydride Eliminations, IX. - Aromatization of Arenocyclohexanones
Reetz, Manfred T.,Stephan, Wilfried
, p. 533 - 541 (2007/10/02)
Arenocyclohexanones 1 can be aromatized via their silyl enol ethers 2 to phenol derivates 5 with the aid of trityl salts 7, or 2,6-dichloro-3,5-dicyano-p-benzoquinone (6a) or tetrachloro-p-benzoquinone (6b).The method is distinctly milder than classical aromatizations utilizing sulfur, selenium or metal catalysts.The method cannot be applied to aliphatic silyl enol ethers for obtaining α,β-unsaturated carbonyl compounds.Rather, one observes in certain cases α-tritylations.
