Am. Martre et al., CONCOMITANT CATHODIC CLEAVAGE OF CARBAMATES AND CARBON-BROMINE BONDS AS KEY STEPS IN THE ENZYME-INHIBITORS SYNTHESIS, Electrochimica acta, 40(12), 1995, pp. 1805-1809
The synthesis of the 4-(3-indolyl)-oxazol-2-one, a potential protein k
inase C inhibitor, was performed by using electrochemistry as key step
. The anodic methoxylation of an oxazolidin-2-one was achieved by this
way in good yield. The high selectivity of the electrochemical method
allowed then the aromatic carbon-bromine bond hydrogenolysis and the
cleavage of N-oxazolone protecting group in a one-pot process simply b
y adjusting the appropriate cathodic potential.