Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles |
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Authors: | Dr Saad Shaaban Prof Dr Christian Merten Prof Dr Herbert Waldmann |
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Institution: | 1. Max Planck Institute of Molecular Physiology, Department of Chemical Biology, Otto-Hahn-Straße 11, 44227 Dortmund, Germany;2. Ruhr University Bochum, Department of Organic Chemistry, Universität Straße 150, 44801 Bochum, Germany |
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Abstract: | Axially chiral atropisomeric compounds are widely applied in asymmetric catalysis and medicinal chemistry. In particular, axially chiral indole- and indoline-based frameworks have been recognised as important heterobiaryl classes because they are the core units of bioactive natural alkaloids, chiral ligands and bioactive compounds. Among them, the synthesis of C7-substituted indole biaryls and the analogous indoline derivatives is particularly challenging, and methods for their efficient synthesis are in high demand. Transition-metal catalysis is considered one of the most efficient methods to construct atropisomers. Here, we report the enantioselective synthesis of C7-indolino- and C7-indolo biaryl atropisomers by means of C−H functionalisation catalysed by chiral RhJasCp complexes. |
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Keywords: | atropisomers C−H functionalisation chiral Cpx complexes indoles indolines rhodium |
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