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Ionic Liquid as Catalyst and Reaction Medium. The Dramatic Influence of a Task-Specific Ionic Liquid, [bmIm]OH, in Michael Addition of Active Methylene Compounds to Conjugated Ketones, Carboxylic Esters, and Nitriles

Brindaban C. Ranu* and Subhash Banerjee

*Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700 032, India, Email: ocbcriacs.res.in

B. C. Ranu, S. Banerjee, Org. Lett., 2005, 7, 3049-3052.

DOI: 10.1021/ol051004h


Abstract

The ionic liquid [bmIm]OH is a catalyst and a reaction medium for Michael additions. Although the addition to α,β-unsaturated ketones gives the monoaddition products, this ionic liquid always drives the reaction of open-chain 1,3-dicarbonyl compounds with α,β-unsaturated esters and nitriles toward bis-addition.

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Key Words

Michael addition, ionic liquids, active methylenes, nitro compounds


ID: J54-Y2005-840