A Copper-Free Sonogashira Coupling Reaction in Ionic Liquids and Its Application to a Microflow System for Efficient Catalyst Recycling
Authors:
- 12 April 2002
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 4 (10) , 1691-1694
Abstract
The PdCl2(PPh3)2-catalyzed Sonogashira coupling reaction, in good to high yields, was performed in an ionic liquid ([BMIm][PF6]) in the absence of a copper salt. The use of an ionic liquid allows for the facile separation and recycling of the catalyst. The application of the above reaction in a microflow system in conjunction with an IMM micromixer was also successful.Keywords
This publication has 27 references indexed in Scilit:
- Self-Assembly of Folded m-Phenylene Ethynylene Oligomers into Helical ColumnsJournal of the American Chemical Society, 2001
- A Highly Regioselective Sonogashira Coupling as a Key Step in the Preparation of the First Phenanthroline with Two Diverse Reactive Groups in 3,8-PositionsOrganic Letters, 2000
- Room temperature ionic liquids as novel media for ‘clean’ liquid–liquid extractionChemical Communications, 1998
- Electroosmotic Pumping of Organic Solvents and Reagents in Microfabricated Reactor ChipsJournal of the American Chemical Society, 1997
- Sonogashira Coupling of 2-Iodo-2-cycloalkenones: Synthesis of (+)- and (−)-Harveynone and (−)-Tricholomenyn AThe Journal of Organic Chemistry, 1997
- Heterogeneously Catalyzed Gas-Phase Hydrogenation of cis,trans,trans-1,5,9-Cyclododecatriene on Palladium Catalysts Having Regular Pore SystemsIndustrial & Engineering Chemistry Research, 1996
- Room-temperature ionic liquids as solvents for electronic absorption spectroscopy of halide complexesNature, 1986
- Friedel-Crafts reactions in ambient-temperature molten saltsThe Journal of Organic Chemistry, 1986
- Effects of molten salts on reactions. Nucleophilic aromatic substitution by halide ions in molten dodecyltributylphosphonium saltsJournal of the American Chemical Society, 1985
- Molybdenum chloro complexes in room-temperature chloroaluminate ionic liquids: stabilization of hexachloromolybdate(2-) and hexachloromolybdate(3-)Inorganic Chemistry, 1983