Utilizing the intramolecular Fukuyama-Mitsunobu reaction for a flexible synthesis of novel heterocyclic scaffolds for peptidomimetic drug design.

Abstract We report the synthesis of the novel scaffolds pyrazino[1,2- b ]isoquinoline and pyrrolo[1,2- a ]pyrazine displaying the somatostatin pharmacophores. Both classes of compounds contain a pyrazine heterocycle, which can be prepared in a straightforward manner utilizing an intramolecular Fukuyama–Mitsunobu reaction. As both the families derive from amino acids, they can be accessed in high optical purity.