4895-96-9Relevant academic research and scientific papers
Michael additions of highly basic enolates to ortho -quinone methides
Lewis, Robert S.,Garza, Christopher J.,Dang, Ann T.,Pedro, Te Kie A.,Chain, William J.
, p. 2278 - 2281 (2015/05/13)
A protocol by which ketone or ester enolates and ortho-quinone methides (o-QMs) are generated in situ in a single reaction flask from silylated precursors under the action of anhydrous fluoride is reported. The reaction partners are joined to give a variety of β-(2-hydroxyphenyl)-carbonyl compounds in 32-94% yield in a single laboratory operation. The intermediacy of o-QMs is supported by control experiments utilizing enolate precursors and conventional alkyl halides as competitive alkylating agents and the isolation of 1,5-dicarbonyl products resulting from conjugate additions that do not restore the aromatic system.
Mild and rapid method for the generation of ortho -(naphtho)quinone methide intermediates
Shaikh, Abdul Kadar,Cobb, Alexander J. A.,Varvounis, George
, p. 584 - 587 (2012/03/10)
A new mild method has been devised for generating o-(naphtho)quinone methides via fluoride-induced desilylation of silyl derivatives of o-hydroxybenzyl(or 1-naphthylmethyl) nitrate. The reactive o-(naphtho)quinone methide intermediates were trapped by C,
REACTIVITY OF NEW PRECURSORS OF QUINONE METHIDES
Loubinoux, Bernard,Miazimbakana, Joseph,Gerardin, Philippe
, p. 1939 - 1942 (2007/10/02)
The azidomethylene protecting group allows the synthesis of unstable phenolic compounds which are used as quinone methide precursors in the alkylations of alcohols, phenols, azide, thiophenol, amines, enols and enolates.
