(1) Institute of Organic Chemistry, Ufa Research Center of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054 Ufa, Russian Federation
Abstract:
Ozonolysis of N-acyl-2-(1-methylbut-2-enyl)- and N-acyl-2-(cyclopent-2-enyl)anilines followed by treatment with NaBH4 afforded the corresponding 2-(2-hydroxyethyl-1-methyl) and 2-(1,5-dihydroxypent-2-yl) derivatives. The reaction can be directed to indole derivatives by varying the nature of both the acyl group and reducing reagent.