64. Stable Quinone Methides: Regioselective para-Oxidation of a 2,4-Bisphenol and Addition Reactions to Quinonemethides
The 2,4-bis-functionalized phenol 1 is dehydrogenated regioselectivity with potassium ferricyanide, affording the corresponding p-quinonemethide 2.Hydrolysis of 2 affords a mixture of dithioacetal 5a and benzaldehyde 6; 1,6-addition of thiols to gives the
STABLE QUINONE METHIDES II: ADDITION OF THIOLS TO QUINONE METHIDES, SYNTHESIS OF BISALKYLTHIOSUBSTITUTED QUINONE METHIDES AND TRITHIO-ORTHOBENZOATES
Regioselective oxidation of the p-alkylthiomethylphenols 1 with K3 to the monosubstituted p-quinone methides 2 followed by addition of thiols R3SH gives rise to the dithioacetals 3.This reaction sequence can be extended to introduce a