Projects per year
Abstract
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. High tolerance: An oxidative, Ru-catalysed, and highly selective C-H arylation of indoles and pyrroles is accomplished by using boronic acids (see picture; pym=2-pyrimidyl). The reaction tolerates a wide range of functional groups, including aryl iodides and tryptophan derivatives. New indole-based ruthenacycles are described and their role in the mechanism is investigated.
Original language | English |
---|---|
Pages (from-to) | 5380-5386 |
Number of pages | 7 |
Journal | Chemistry - A European Journal |
Volume | 21 |
Issue number | 14 |
Early online date | 17 Feb 2015 |
DOIs | |
Publication status | Published - 27 Mar 2015 |
Keywords
- C-H activation
- catalysis
- heterocycles
- reaction mechanisms
- ruthenium
Fingerprint
Dive into the research topics of 'Ru-catalysed C-H arylation of indoles and pyrroles with boronic acids - Scope and mechanistic studies'. Together they form a unique fingerprint.Projects
- 1 Finished
-
3-month Core Capability for Chemistry Research
Crosby, J. (Principal Investigator)
1/01/13 → 1/04/13
Project: Research