A General Method for Palladium-Catalyzed Direct Carbonylation of Indole with Alcohol and Phenol

A novel strategy involving a first oxidative iodination and subsequent Pd0-catalyzed carbonylation to yield indole-3-carboxylate has been developed. It showed perfect generality to indole, alcohol, and phenol. The current methodology could also be conveniently applied to the synthesis of biologically active tropisetron from simple indole and tropine.本研究开发了一种全新合成策略：先通过氧化碘化（oxidative iodination）反应，再经零价钯（Pd⁰）催化的羰基化反应，成功制备得到吲哚-3-羧酸酯（indole-3-carboxylate）。该方法对吲哚（indole）、醇（alcohol）与苯酚（phenol）均展现出极佳的普适性。此外，此合成策略还可便捷地应用于以简单吲哚与托品（tropine）为原料，合成具有生物活性的托烷司琼（tropisetron）。