Ionic Liquid - an Efficient Recyclable System for the Synthesis of 2,4-Disubstituted Quinolines via Meyer-Schuster Rearrangement
Rupam Sarma, Dipak Prajapati*
*Department of Medicinal Chemistry, North East Institute of Science and Technology, Jorhat 785 006, Assam, India, Email: dr_dprajapati2003yahoo.co.uk
R. Sarma, D. Prajapati, Synlett, 2008, 3001-3005.
An eco-friendly method allows the synthesis of 2,4-disubstituted quinolines via Meyer-Schuster rearrangement of 2-aminoaryl ketones and phenylacetylenes in the presence of a catalytic amount of zinc trifluoromethanesulfonate in the ionic liquid [hmim]PF6. The ionic liquid can be recycled.
see article for more examples
proposed reaction pathway
Indium(III) Trifluoromethanesulfonate: An Efficient Reusable Catalyst for the Alkynylation-Cyclization of 2-Aminoaryl Ketones and Synthesis of 2,4-Disubstituted Quinolines
K. C. Lekhok, D. Prajapati, R. C. Boruah, Synlett, 2008, 655-658.
ionic liquids, Meyer-Schuster rearrangement, green chemistry, quinolines