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Paper | Regular issue | Vol 78, No. 8, 2009, pp.2013-2020
Published online, 15th April, 2009
DOI: 10.3987/COM-09-11699
A Simple N-Substitution of Pyrrole and Indole Using Basic Ionic Liquid [BmIm][OH] as Catalyst and Green Solvent

Zhang-Gao Le,* Tao Zhong, Zong-Bo Xie, and Jian-Ping Xu

*Department of Applied Chemistry, East China Institute of Technology, Fuzhou, 344000, China

Abstract

In basic ionic liquids, 1-methyl-3-butylimidazolium hydroxide, [BmIm][OH], pyrrole and indole replaced the halogen atom of an alkyl halide to give the corresponding N-substituted pyrrole and indole in excellent yield. Benzenesulfonyl chloride, p-methylbenzenesulfonyl chloride and benzoyl chloride reacted similarly with pyrroles to afford the N-substituted pyrroles in quantitative yield.