- Ru-catalysed C-H arylation of indoles and pyrroles with boronic acids: scope and mechanistic studies.
Ru-catalysed C-H arylation of indoles and pyrroles with boronic acids: scope and mechanistic studies.
Chemistry (Weinheim an der Bergstrasse, Germany) (2015-02-18)
Carina Sollert, Karthik Devaraj, Andreas Orthaber, Paul J Gates, Lukasz T Pilarski
PMID25689052
RESUMEN
The Ru-catalysed C2-H arylation of indoles and pyrroles by using boronic acids under oxidative conditions is reported. This reaction can be applied to tryptophan derivatives and tolerates a wide range of functional groups on both coupling partners, including bromides and iodides, which can be further derivatised selectively. New indole-based ruthenacyclic complexes are described and investigated as possible intermediates in the reaction. Mechanistic studies suggest the on-cycle intermediates do not possess a para-cymene ligand and that the on-cycle metalation occurs through an electrophilic attack by the Ru centre.
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