Concomitant cathodic cleavage of carbamates and carbon-bromine bonds as key steps in the enzyme inhibitors synthesis

✍ Scribed by A.M. Martre; G. Mousset; M. Prudhomme; E. Rodrigues-Pereira

• Book ID: 103066514
• Publisher: Elsevier Science
• Year: 1995
• Tongue: English
• Weight: 380 KB
• Volume: 40
• Category: Article
• ISSN: 0013-4686
• DOI: 10.1016/0013-4686(95)00129-3

✦ Synopsis

Ah&act-The synthesis of the 4-(3-indolyl)-oxazol-2-one, a potential protein kinase 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 by adjusting the appropriate cathodic potential.