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.

DOI: 10.1055/s-0028-1087340

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Abstract

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

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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.

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Key Words

ionic liquids, Meyer-Schuster rearrangement, green chemistry, quinolines

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ID: J60-Y2008-3610