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Journal of Industrial and Engineering Chemistry, Vol.19, No.3, 721-726, May, 2013
Design of ionic liquid 1,3-disulfonic acid imidazolium hydrogen sulfate as a dual-catalyst for the one-pot multi-component synthesis of 1,2,4,5-tetrasubstituted imidazoles
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Novel ionic liquid 1,3-disulfonic acid imidazolium hydrogen sulfate {[Dsim]HSO4} efficiently catalyzes the synthesis of 1,2,4,5-tetrasubstituted imidazoles via the one-pot multi-component condensation of benzyl with aldehydes, primary amines and ammonium acetate at 90 ℃ under solvent-free conditions. Dual hydrogen-bond donors can be used to direct the assembly of this catalyst and the efficiency of it.
Keywords:1,3-Disulfonic acid imidazolium hydrogen;sulfate {[Dsim]HSO4};Ionic liquid;Imidazole;1,2,4,5-Tetrasubstituted imidazoles;Multi-component reaction;Solvent-free
- Zhu J, Bienayme H (Eds.), Multicomponent Reactions, Wiley, Weinheim (2005)
- Khazaei A, Zolfigol MA, Moosavi-Zare AR, Zare A, Parhami A, Khalafi-Nezhad A, Appl. Catal. A: Gen., 386(1-2), 179 (2010)
- Khazaei A, Zolfigol MA, Moosavi-Zare AR, Zare A, Khojasteh M, Asgari Z, Khakyzadeh V, Khalafi-Nezhad A, Catalysis Communications., 20, 54 (2012)
- Wasserscheid P, Keim W, Angewandte Chemie International Edition., 39 (2000)
- Zolfigol MA, Khazaei A, Moosavi-Zare AR, Zare A, Organic Preparations and Procedures International., 42, 95 (2010)
- Zolfigol MA, Khazaei A, Moosavi-Zare AR, Zare A, Journal of the Iranian Chemical Society., 7, 646 (2010)
- Zolfigol MA, Khazaei A, Moosavi-Zare AR, Zare A, Khakyzadeh V, Appl. Catal. A: Gen., 400(1-2), 70 (2011)
- Khazaei A, Zolfigol MA, Moosavi-Zare AR, Zare A, Scientia Iranica: Transactions C: Chemistry and Chemical Engineering., 17, 31 (2010)
- Khazaei A, Zolfigol MA, Moosavi-Zare AR, Zare A, Ghaemi E, Khakyzadeh V, Asgari Z, Hasaninejad A, Scientia Iranica: Transactions C: Chemistry and Chemical Engineering., 18, 1365 (2012)
- Khaligh NG, J. Mol. Catal. A-Chem., 349(1-2), 63 (2011)
- Ariga K, Hill JP, Lee MV, Vinu A, Charvet R, Acharya S, Science and Technology of Advanced Materials., 9, 96 (2008)
- Laufer SA, Zimmermann Q, Ruff KJ, Journal of Medicinal Chemistry., 47, 6311 (2004)
- Leister C, Wang Y, Zhao Z, Lindsley CW, Organic Letters., 6, 1453 (2004)
- Wasserscheid P, Welton T, Ionic Liquids in Synthesis, Wiley-VCH, Weinheim (2008)
- Lee LH, Bang M, Pak CS, Tetrahedron Letters., 46, 7139 (2005)
- Hasaninejad A, Zare A, Shekouhi M, Ameri Rad J, Journal of Combinatorial Chemistry., 12, 844 (2010)
- Heravi MM, Derikv F, Haghighi M, Monatshefte fur Chemie., 139, 31 (2008)
- Heravi MM, Derikvand F, Bamoharram FF, J. Mol. Catal. A-Chem., 263(1-2), 112 (2007)
- Balalaie S, Arabanian A, Green Chemistry., 2, 274 (2000)
- Usyatinsky AY, Khmelnitsky YL, Tetrahedron Letters., 41, 5031 (2000)
- Kantevari S, Vuppalapati SVN, Biradar DO, Nagarapu L, J. Mol. Catal. A-Chem., 266(1-2), 109 (2007)
- Kidwai M, Mothsra P, Bansal V, Somvanshi RK, Ethayathulla AS, Dey S, Singh TP, J. Mol. Catal. A-Chem., 265(1-2), 177 (2007)
- Sadeghi B, Mirjalili BBF, Hashemi MM, Tetrahedron Letters., 49, 2575 (2008)
- Sharma SD, Hazarika P, Konwar D, Tetrahedron Letters., 49, 2216 (2008)
- Nagarapu L, Apuri S, Kantevari S, J. Mol. Catal. A-Chem., 266(1-2), 104 (2007)
- Lipshutz BH, Morey MC, Journal of Organic Chemistry., 48, 3745 (1983)
- Mohammadizadeh MR, Hasaninejad A, Bahramzadeh M, Synthetic Communications., 39, 3232 (2009)
- Wang XB, He L, Jian TY, Ye S, Chinese Chemical Letters., 23, 13 (2012)