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A Facile and Green Protocol for Nucleophilic Substitution Reactions of Sulfonate Esters by Recyclable Ionic Liquids [bmim][X]

Yajun Liu, Yongnan Xu, Sun Ho Jung, Junghyun Chae*

*Department of Chemistry and Research Institute of Basic Sciences, Sungshin Women's University, Seoul, 136-742, Korea, Email:

Y. Liu, Y. Xu, S. H. Jung, J. Chae, Synlett, 2012, 23, 2663-2666.

DOI: 10.1055/s-0032-1317473


Ionic liquids [bmim][X] (X = Cl, Br, I, OAc, SCN) are highly efficient reagents for nucleophilic substitution reactions of sulfonate esters derived from primary and secondary alcohols. The newly developed protocol is very environmentally attractive because the reactions use stoichiometric amounts of ionic liquids as sole reagents without additional solvents and activating reagents. Moreover, these ionic liquids can be readily recycled.

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Key Words

ionic liquids, nucleophilic substitution, Finkelstein Reaction, chlorides, bromides, iodides, esters, thiocyanates, recyclability, green chemistry

ID: J60-Y2012-3660