Ru-Catalysed C-H Arylation of Indoles and Pyrroles with Boronic Acids: Scope and Mechanistic Studies
2015 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 21, no 14, 5380-5386 p.Article in journal (Refereed) Published
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.
Place, publisher, year, edition, pages
2015. Vol. 21, no 14, 5380-5386 p.
catalysis, C-H activation, heterocycles, reaction mechanisms, ruthenium
IdentifiersURN: urn:nbn:se:uu:diva-252711DOI: 10.1002/chem.201405931ISI: 000352504500017PubMedID: 25689052OAI: oai:DiVA.org:uu-252711DiVA: diva2:812286
FunderSwedish Research Council