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Alkylation of ambident indole anion in ionic liquids

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Alkylation of indole salts in different ionic liquids is reported. Ionic liquids increase the alkylation reaction rate of ambident indole anion and reduce the effects of counter ions and/or additives, the alkylation reaction rates being independent of the presence of small amounts of protic solvents or water. [...]
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  • Faculty of Chemistry, University of Latvia, Riga, LV-1586, Latvia
  • Faculty of Chemistry, University of Latvia, Riga, LV-1586, Latvia
  • Faculty of Chemistry, University of Latvia, Riga, LV-1586, Latvia
  • Faculty of Chemistry, University of Latvia, Riga, LV-1586, Latvia
  • [1] S.T. Handy: “Room Temperature Ionic Liquids: Classes and Physical Properties”, Curr. Org. Chem., Vol. 9, (2005), pp. 959–988.[Crossref]
  • [2] N. Jain, A. Kumar, S. Chauhan and S.M.S. Chauhan: “Chemical and biochemical transformations in ionic liquids”, Tetrahedron, Vol. 61, (2005), pp. 1015–1060.[Crossref]
  • [3] Z.-B. Zhou, H. Matsumoto and K. Tatsumi: “Low-melting, low-viscous, hydrophobic ionic liquids: aliphatic quaternary ammonium salts with perfluoroalkyltrifluoroborates”, Chem. Eur. J., Vol. 11, (2005), pp. 752–766.[Crossref]
  • [4] G.W. Meindersma, A.J.G. Podt and A.B. de Haan: “Selection of ionic liquids for the extraction of aromatic hydrocarbons from aromatic/aliphatic mixtures”, Fuel Proces. Technol., Vol. 87, (2005), pp. 59–70.[Crossref]
  • [5] C. Baudequin, D. Bregeon, J. Levillain, F. Guillen, J.-C. Plaquevent and A.-C. Gaumont: “Chiral ionic liquids, a renewal for chemistry of chiral solvents? Design, synthesis and applications for chiral recognition and asymmetric synthesis”, Tetrahedron: Asymmetry, Vol. 16, (2005), pp. 3921–3945.[Crossref]
  • [6] K.N. Marsh, J.A. Boxall, R. Lichtenthaler: “Room temperature ionic liquids and their mixtures - a review”, Fluid Phase Equilibr., Vol. 219, (2004), pp. 93–98.[Crossref]
  • [7] C.F. Poole: “Chromatographic and spectroscopic methods for the determination of solvent properties of room temperature ionic liquids”, J. Chromatogr. A, Vol. 1037, (2004), pp. 49–82.[Crossref]
  • [8] P. Kubisa: “Application of ionic liquids as solvents for polimerization processes”, Progr. Polym. Sci., Vol. 29, (2004), pp. 3–12.[Crossref]
  • [9] P. Wasserscheid and T. Welton: Ionic Liquids in Synthesis, VCH, Weinheim, 2003.
  • [10] M.A. Abraham and L. Moens: Clean Solvents: Alternative Media for Chemical Reactions and Processing, ACS Symposium Series 819, ACS, Washington DC, 2002.
  • [11] R. Sheldon: “Catalytic reactions in ionic liquids”, Chem. Commun., (2001), pp. 2399–2407. [Crossref]
  • [12] P. Wasserscheid and W. Keim: “Ionic liquids - new „solutions“ for transition metal catalysis”, Angew. Chem., Int. ed., Vol. 39, (2000), pp. 3772–3789.<3772::AID-ANIE3772>3.0.CO;2-5[Crossref]
  • [13] R.D. Rogers and K.R. Seddon: Ionic Liquids: Industrial Application to Green Chemistry, ACS Symposium Series 818, ACS, Washington DC, 2002.
  • [14] T. Welton: “Room-temperature ionic liquids. Solvents for synthesis and catalysis”, Chem. Rev., Vol. 99, (1999), pp. 2071–2083.[Crossref]
  • [15] G. Shao: “C-alkylation of 1,3-dicarbonyl compounds in ionic liquids”, Hecheng Huaxue, Vol. 11, (2003), pp. 6–8; Chem. Abstr., Vol. 139, (2003), art. 116960f.
  • [16] G.V. Kryshtal, G.M. Zhdankina and S.G. Zlotin: “Alkylation of malonic and acetoacetic esters in an ionic liquid”, Mendeleev Commun., (2002), pp. 57–59. [Crossref]
  • [17] M.J. Earle, P.B. McCormac and K.R. Seddon: “The first high yield green route to a pharmaceutical in a room temperature ionic liquid”, Green Chem., Vol. 2, (2000), pp. 261–262.[Crossref]
  • [18] M.J. Earle, P.B. McCormac and K.R. Seddon: “Regioselective alkylation in ionic liquids”, Chem. Commun., (1998), pp. 2245–2246. [Crossref]
  • [19] J. March: Advanced Organic Chemistry, 3rd ed., John Wiley and Sons, New York, 1985.
  • [20] M.G. Reinecke, J.F. Sebastian, H.W. Johnson and C. Pyun: “The effect of solvent and cation on the reaction of organometallic derivatives of indole with methyl iodide”, J. Org. Chem., Vol. 37, (1972), pp. 3066–3068.[Crossref]
  • [21] B. Cardillo, G. Casnati, A. Pochini and A. Ricca: “Alkylation of indole sodium salt as ambifunctional nucleophilic system”, Tetrahedron, Vol. 23, (1967), pp. 3771–3783.[Crossref]
  • [22] Y.G. Jorapur, J.M. Jeong and D.Y. Chi: “Potassium carbonate as a base for the N-alkylation of indole and pyrrole in ionic liquids”, Tetrahedron Lett., Vol. 47, (2006), pp. 2435–2438.[Crossref]
  • [23] J.G. Huddleston, H.D. Willauer, R.P. Swatloski, A.E. Visser and R.D. Rogers: “Room temperature ionic liquids as novel media for ‘clean’ liquid-liquid extraction”, Chem. Commun., (1998), pp. 1765–1766. [Crossref]
  • [24] T. Nishida, Y. Tashiro and M. Yamamoto: “Physical and electrochemical properties of 1-alkyl-3-methylimidazolium tetrafluoroborate for electrolyte”, J. Fluorine Chem., Vol. 120, (2003), pp. 135–141.
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