Flexible Construction Approach to the Synthesis of 1,5-Substituted Pyrrole-3-carbaldehydes from 5-Bromo-1,2,3-triazine.

We report an efficient and mild tandem catalytic process for the synthesis of functionalized pyrrole-3-carbaldehydes. These compounds were obtained by a one-pot three-component reaction of 5-bromo-1,2,3-triazine, terminal alkynes, and primary amines via a palladium-catalyzed Sonogashira coupling reaction, and then annulation through a silver-mediated reaction of the resulting alkynyl 1,2,3-triazines allowed for access to the multifunctionalized pyrrole-3-carbaldehydes.