Au(I)-Catalyzed Pictet–Spengler Reactions All around the Indole Ring
Pierre Milcendeau, Zhenhao Zhang, Nicolas Glinsky‐Olivier, Elsa Van Elslande, Xavier Guinchard
Abstract
Au(I) complexes catalyze iso-Pictet-Spengler reactions. Ethylamine or methylamine chains were introduced at C2, C4, or the nitrogen atom of the indole ring, and the corresponding substrates were reacted in the presence of aldehydes and catalytic amounts of Au(I) complexes, leading to a variety of polycyclic scaffolds. Selectivity could be achieved in the course of a double iso-Pictet-Spengler reaction involving two successive aldehydes, leading to highly complex molecules.
Topics & Concepts
ChemistryIndole testCatalysisRing (chemistry)Pictet–Spengler reactionMedicinal chemistryOrganic chemistryCatalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis