Mono- and Dialkylations of Pyrrole at C2 and C5 Positions by Nucleophilic Substitution Reaction in Ionic Liquid
2005; American Chemical Society; Volume: 7; Issue: 7 Linguagem: Inglês
10.1021/ol047446v
ISSN1523-7060
AutoresYogesh R. Jorapur, Chang‐Hee Lee, Dae Yoon,
Tópico(s)Electrochemical Analysis and Applications
Resumo[reaction: see text] A novel ionic liquid methodology for pyrrole C-alkylation is described. The pyrrole alkylation is achieved with various simple alkyl halides and mesylates selectively at C2 and C5 positions in good yields with minimal byproducts under relatively mild conditions in various ionic liquids. 2-(3-Phenylpropyl)pyrrole (2a) was synthesized from pyrrole and 1-bromo-3-phenylpropane in a mixture solvent system, [bmim][SbF6] and CH3CN, in 81% yield at 115 degrees C for 44 h with 5% yield of dialkylated compound 3a.
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