- NITROCYCLOHEXADIENONES : CONVENIENT NEW MONO-NITRATING AGENTS FOR AROMATIC COMPOUNDS
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Nitrocyclohexadienones are effective nitrating agents for naphtols in dry ether at room temperature to give good yields of mononitrated products.
- Roussel, J.,Lemaire, M.,Guy, A.,Guette, J.P.
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- Nitrocyclohexadienones : a new class of nitrating agents
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Various nitrocyclohexadienones are proposed as new nitrating agents. These compounds are easy to prepare from corresponding phenols, easy to handle and stable. Nitrocyclohexadienones act as nitronium carriers using rearomatization as the driving force and permit nitration of highly activated substrates under mild conditions and with good yields.
- Lemaire, Marc,Guy, Alain,Roussel, Jacques,Guette, Jean-paul
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p. 835 - 844
(2007/10/02)
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- The Nitration of some 4-Alkylphenols; Acid-Catalysed Rearrangements of Some Polysubstituted 4-Alkyl-4-hydroxycyclohexa-2,5-dienones
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The nitrations of 4-methyl (6a) and 4-ethyl (9a) tetrabromo phenols, and 4-methyl (6b) and 4-ethyl (9b) 2,3,5-tribromo-6-nitrophenols are described.The acid-catalysed rearrangements of 4-alkyl-4-hydroxycyclohexa-2,5-dienones (7a,b) and (8a,b) in concentrated sulfuric acid are described, and the effects of the nature of the C4-alkyl group and C6-substituent (Br or NO2) on the observed reactions are discussed.
- Gray, Michael J.,Hartshorn, Michael P.,Vaughan, John
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