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Au(I)-Catalyzed Pictet-Spengler Reactions: a Journey Around the Indole Ring

preprint
submitted 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.

Funding

CHARMMMAT Laboratory of Excellence (ANR-11-LABX0039)

MESRI (Paris-Saclay University)

China Scholarship Council

History

Email Address of Submitting Author

xavier.guinchard@cnrs.fr

Institution

Institut de Chimie des Substances Naturelles, CNRS

Country

France

ORCID For Submitting Author

0000-0003-2353-8236

Declaration of Conflict of Interest

no conflict of interest

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