The dicarbonylation of indoles via Friedel-Crafts reaction with dicarbonyl nitrile generated in situ and retro-cyanohydrination

摘要

A novel one-pot tandem reaction of indole and beta-carbonyl nitrile to generate dicarbonyl indoles has been developed. This tandem process involves alpha-oxonation of the beta-carbonyl nitrile to afford alpha, beta-dicarbonyl nitrile, Friedel-Crafts reaction with indoles and subsequent retro-cyanohydrination of cyano tertiary alcohol form dicarbonyl indoles .