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- Title
Ru-Catalysed CH Arylation of Indoles and Pyrroles with Boronic Acids: Scope and Mechanistic Studies.
- Authors
Sollert, Carina; Devaraj, Karthik; Orthaber, Andreas; Gates, Paul J.; Pilarski, Lukasz T.
- Abstract
The Ru-catalysed C2H 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.
- Subjects
RUTHENIUM catalysts; CARBON-hydrogen bonds; ARYLATION; INDOLE compounds; BORONIC acids; TRYPTOPHAN derivatives
- Publication
Chemistry - A European Journal, 2015, Vol 21, Issue 14, p5380
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201405931