Nitrocyclohexadienones : a new class of nitrating agents
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.
Nitration of 3,4,6-Tribromo-2,5-dimethylphenol and 3,4,5,6-Tetrabromo-2-methylphenol; Towards a Mechanism of Formation of 6-Hydroxy-6-methyl-2,5-dinitrocyclohex-3-enones
The nitrations of the 2-methylphenols (1a) and (1b) give initially 4-nitrocyclohexa-2,5-dienones (6), which undergo further reaction to yield 2,5-dinitrocyclohex-3-enones (4).Reactions of these and other related compounds are reported which point towards
Hartshorn, Michael P.,Ing, Huong Tuong,Richards, Kenneth E.,Sutton, Kevin H.,Vaughan, John
p. 1635 - 1644
(2007/10/02)
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