Significantly Enhanced Reactivities of the Nucleophilic Substitution Reactions in Ionic Liquid

Dong Wook Kim, Choong Eui Song and Dae Yoon Chi*

*Department of Chemistry, Sogang University, 1 Shinsudong, Mapoku, Seoul 121-742, Korea, Email: dychisogang.ac.kr

D. W. Kim, C. E. Song, D. Y. Chi, J. Org. Chem., 2003, 68, 4281-4285.

DOI: 10.1021/jo034109b

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Abstract

Nucleophilic fluorination using CsF or alkali metal fluorides was completed in short reaction time in the presence of [bmim][BF₄] affording the desired products without any byproducts. Facile nucleophilic substitutions such as halogenations, acetoxylation, nitrilation, and alkoxylations in the presence of ionic liquids provided the desired products in good yields.

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Synergistic Effect of Two Solvents, tert-Alcohol and Ionic Liquid, in One Molecule in Nucleophilic Fluorination

S. S. Shinde, B. S. Lee, D. Y. Chi, Org. Lett., 2008, 10, 733-735.

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Key Words

Nucleophilic Substitution, Fluoroalkanes, Finkelstein Reaction, Kolbe Nitrile Synthesis, Ionic Liquids, Nitriles

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ID: J42-Y2003-230