4-Cyanomethyl-ortho-quinone tautomerism and the structure of the dienophile in Gates' morphine synthesis
Oxidation of (3,4-dihydroxyphenyl)acetonitrile gives (3-hydroxy-4-oxo- cyclohexa-2,5-dienylidene)acetonitrile via the isomeric ortho-quinone ((3,4-dioxo-cyclohexa-2,5-dienylidene)acetonitrile). This para-quinomethane product is formed as a mixture of dias
Land, Edward J.,Ramsden, Christopher A.,Riley, Patrick A.,Yoganathan, Gnanamoly
A mild and selective route to p-quinomethanes using dianisyltellurium oxide
The o-quinones formed by chemical or enzymatic oxidation of 4-cyanomethylcatechols rapidly rearrange to isomeric p-quinomethanes which can be trapped: the structures of previously described 4-cyanomethyl-1,2-naphthoquinones are revised.
Clews, John,Land, Edward J.,Ramsden, Christopher A.,Riley, Patrick A.
p. 1009 - 1011
(2007/10/03)
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