Abstract
A potentially viable route for the synthesis of 3-substituted indoles is presented herein. The methodology is based on a regioselective Rh-catalysed hydroformylation of prepared 2-alkyn-1-ylanilines. The requisite 2-alkynylaniline substrates were prepared in high yields (>85 %) using the Pd-catalysed Sonogashira reaction. A catalyst complex that comprises RhI(CO)(PPh3)3 and 1,2-bis(diphenylphosphino)ethane as the ligand allowed the quantitative conversions of the alkynyl substrates with selectivities >75 % for the desired 3-substituted indoles.
Original language | English |
---|---|
Pages (from-to) | 2912-2915 |
Number of pages | 4 |
Journal | ChemCatChem |
Volume | 8 |
Issue number | 18 |
DOIs | |
Publication status | Published - 21 Sept 2016 |
Keywords
- alkynes
- hydroformylation
- regioselectivity
- rhodium
- synthesis design
ASJC Scopus subject areas
- Catalysis
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry