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Au(I)-Catalyzed Pictet-Spengler Reactions: a Journey Around the Indole Ring
preprintsubmitted on 30.11.2020, 09:04 and posted on 01.12.2020, 13:16 by Pierre Milcendeau, Zhenhao Zhang, Nicolas Glinsky-Olivier, Elsa Van Elslande, Xavier Guinchard
Au(I) complexes catalyze iso-Pictet-Spengler reactions. Ethylamine or methylamine chains were introduced at C2, C4 or at 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.