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Volumn 20, Issue 4, 2016, Pages 419-427

Efficient one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles using SBA-Pr-SO3H as a green nano catalyst

Author keywords

Functionalized SBA 15; Nanoporous material; Solvent free conditions; Substituted imidazoles

Indexed keywords


EID: 84873601800     PISSN: 13196103     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jscs.2013.01.005     Document Type: Article
Times cited : (37)

References (41)
  • 1
    • 79951537028 scopus 로고    scopus 로고
    • Design and synthesis of some azole derivatives containing 2,4,5-triphenyl imidazole moiety as anti-inflammatory and antimicrobial agents
    • Amir, M., Ahsan, I., Akhter, W., Khan, S.A., Ali, I., Design and synthesis of some azole derivatives containing 2,4,5-triphenyl imidazole moiety as anti-inflammatory and antimicrobial agents. Indian. J. Chem. Sect. B 50 (2011), 207–213.
    • (2011) Indian. J. Chem. Sect. B , vol.50 , pp. 207-213
    • Amir, M.1    Ahsan, I.2    Akhter, W.3    Khan, S.A.4    Ali, I.5
  • 2
    • 79951951591 scopus 로고    scopus 로고
    • One-pot synthesis of 1,2,4,5-tetrasubstituted and 2,4,5-trisubstituted imidazoles by zinc oxide as efficient and reusable catalyst
    • Bahrami, K., Khodaei, M., Nejati, A., One-pot synthesis of 1,2,4,5-tetrasubstituted and 2,4,5-trisubstituted imidazoles by zinc oxide as efficient and reusable catalyst. Monatsh. Chem. 142 (2011), 159–162.
    • (2011) Monatsh. Chem. , vol.142 , pp. 159-162
    • Bahrami, K.1    Khodaei, M.2    Nejati, A.3
  • 4
    • 0039592952 scopus 로고    scopus 로고
    • One-pot synthesis of tetrasubstituted imidazoles catalyzed by zeolite HY and silica gel under microwave irradiation
    • Balalaie, S., Arabanian, A., One-pot synthesis of tetrasubstituted imidazoles catalyzed by zeolite HY and silica gel under microwave irradiation. Green Chem. 2 (2000), 274–276.
    • (2000) Green Chem. , vol.2 , pp. 274-276
    • Balalaie, S.1    Arabanian, A.2
  • 5
    • 67649668657 scopus 로고    scopus 로고
    • Inhibition of iron corrosion by imidazole: an electrochemical and surface science study
    • Bhargava, G., Ramanarayanan, T.A., Gouzman, I., Abelev, E., Bemasek, S.L., Inhibition of iron corrosion by imidazole: an electrochemical and surface science study. Corrosion 65 (2009), 308–317.
    • (2009) Corrosion , vol.65 , pp. 308-317
    • Bhargava, G.1    Ramanarayanan, T.A.2    Gouzman, I.3    Abelev, E.4    Bemasek, S.L.5
  • 6
    • 84857584177 scopus 로고    scopus 로고
    • Sulfated tin oxide: a reusable and highly efficient heterogeneous catalyst for the synthesis of 2,4,5-triaryl-1H-imidazole derivatives
    • Dake, S.A., Khedkar, M.B., Irmale, G.S., Ukalgaonkar, S.J., Thorat, V.V., Shintre, S.A., Pawar, R.P., Sulfated tin oxide: a reusable and highly efficient heterogeneous catalyst for the synthesis of 2,4,5-triaryl-1H-imidazole derivatives. Synth. Commun. 42 (2012), 1509–1520.
    • (2012) Synth. Commun. , vol.42 , pp. 1509-1520
    • Dake, S.A.1    Khedkar, M.B.2    Irmale, G.S.3    Ukalgaonkar, S.J.4    Thorat, V.V.5    Shintre, S.A.6    Pawar, R.P.7
  • 9
    • 33846813598 scopus 로고    scopus 로고
    • Highly efficient, four-component one-pot synthesis of tetrasubstituted imidazoles using Keggin-type heteropolyacids as green and reusable catalysts
    • Heravi, M.M., Derikvand, F., Bamoharram, F.F., Highly efficient, four-component one-pot synthesis of tetrasubstituted imidazoles using Keggin-type heteropolyacids as green and reusable catalysts. J. Mol. Catal. A: Chem. 263 (2007), 112–114.
    • (2007) J. Mol. Catal. A: Chem. , vol.263 , pp. 112-114
    • Heravi, M.M.1    Derikvand, F.2    Bamoharram, F.F.3
  • 10
    • 79954493216 scopus 로고    scopus 로고
    • One-pot synthesis of tetrasubstituted imidazoles catalyzed by preyssler-type heteropoly acid
    • Javid, A., Heravi, M.M., Bamoharram, F.F., Nikpour, M., One-pot synthesis of tetrasubstituted imidazoles catalyzed by preyssler-type heteropoly acid. E-J. Chem. 8 (2011), 547–552.
    • (2011) E-J. Chem. , vol.8 , pp. 547-552
    • Javid, A.1    Heravi, M.M.2    Bamoharram, F.F.3    Nikpour, M.4
  • 13
    • 33744996505 scopus 로고    scopus 로고
    • A one-pot synthesis of 1,2,4,5-tetraarylimidazoles using molecular iodine as an efficient catalyst
    • Kidwai, M., Mothsra, P., A one-pot synthesis of 1,2,4,5-tetraarylimidazoles using molecular iodine as an efficient catalyst. Tetrahedron Lett. 47 (2006), 5029–5031.
    • (2006) Tetrahedron Lett. , vol.47 , pp. 5029-5031
    • Kidwai, M.1    Mothsra, P.2
  • 14
    • 31744440710 scopus 로고    scopus 로고
    • An efficient synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted-1H-imidazoles
    • Kidwai, M., Saxena, S., Rastogi, S., An efficient synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted-1H-imidazoles. Bull. Korean Chem. Soc. 26 (2005), 2051–2053.
    • (2005) Bull. Korean Chem. Soc. , vol.26 , pp. 2051-2053
    • Kidwai, M.1    Saxena, S.2    Rastogi, S.3
  • 16
    • 77953231559 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of 4(5)-(6-methylpyridin-2-yl)imidazoles and -pyrazoles as transforming growth factor-β type 1 receptor kinase inhibitors
    • Kim, D.K., Lee, Y.I., Lee, Y.W., Dewang, P.M., Sheen, Y.Y., Kim, Y.W., Park, H.J., Yoo, J., Lee, H.S., Kim, Y.K., Synthesis and biological evaluation of 4(5)-(6-methylpyridin-2-yl)imidazoles and -pyrazoles as transforming growth factor-β type 1 receptor kinase inhibitors. Bioorg. Med. Chem. 18 (2010), 4459–4467.
    • (2010) Bioorg. Med. Chem. , vol.18 , pp. 4459-4467
    • Kim, D.K.1    Lee, Y.I.2    Lee, Y.W.3    Dewang, P.M.4    Sheen, Y.Y.5    Kim, Y.W.6    Park, H.J.7    Yoo, J.8    Lee, H.S.9    Kim, Y.K.10
  • 17
    • 58149354185 scopus 로고    scopus 로고
    • Sulfonic acid functionalized mesoporous SBA-15 as an efficient and recyclable catalyst for the synthesis of chromenes from chromanols
    • Kureshy, R.I., Ahmad, I., Pathak, K., Khan, N.H., Abdi, S.H.R., Jasra, R.V., Sulfonic acid functionalized mesoporous SBA-15 as an efficient and recyclable catalyst for the synthesis of chromenes from chromanols. Catal. Commun. 10 (2009), 572–575.
    • (2009) Catal. Commun. , vol.10 , pp. 572-575
    • Kureshy, R.I.1    Ahmad, I.2    Pathak, K.3    Khan, N.H.4    Abdi, S.H.R.5    Jasra, R.V.6
  • 19
    • 0001741903 scopus 로고    scopus 로고
    • Synthesis of ordered microporous silicates with organosulfur surface groups and their applications as solid acid catalysts
    • Lim, M.H., Blanford, C.F., Stein, A., Synthesis of ordered microporous silicates with organosulfur surface groups and their applications as solid acid catalysts. Chem. Mater. 10 (1998), 467–470.
    • (1998) Chem. Mater. , vol.10 , pp. 467-470
    • Lim, M.H.1    Blanford, C.F.2    Stein, A.3
  • 21
    • 78049514370 scopus 로고    scopus 로고
    • One pot synthesis of polyhydroquinolines catalyzed by sulfonic acid functionalized SBA-15 as a new nanoporous acid catalyst under solvent free conditions
    • Mohammadi Ziarani, G., Badiei, A.R., Khaniania, Y., Haddadpour, M., One pot synthesis of polyhydroquinolines catalyzed by sulfonic acid functionalized SBA-15 as a new nanoporous acid catalyst under solvent free conditions. Iran. J. Chem. Chem. Eng. 29 (2010), 1–10.
    • (2010) Iran. J. Chem. Chem. Eng. , vol.29 , pp. 1-10
    • Mohammadi Ziarani, G.1    Badiei, A.R.2    Khaniania, Y.3    Haddadpour, M.4
  • 23
    • 33947279845 scopus 로고    scopus 로고
    • 2O): a mild and efficient reusable catalyst for the one-pot synthesis of 1,2,4,5-tetrasubstituted imidazoles under conventional heating and microwave irradiation
    • 2O): a mild and efficient reusable catalyst for the one-pot synthesis of 1,2,4,5-tetrasubstituted imidazoles under conventional heating and microwave irradiation. J. Mol. Catal. A: Chem. 266 (2007), 104–108.
    • (2007) J. Mol. Catal. A: Chem. , vol.266 , pp. 104-108
    • Nagarapu, L.1    Apuri, S.2    Kantevari, S.3
  • 24
    • 33845407705 scopus 로고    scopus 로고
    • Microwave-assisted solid-phase synthesis of 2,4,5-triaryl imidazoles in solventless system: an improved protocol
    • Oskooie, H.A., Alimohammadi, Z., Heravi, M.M., Microwave-assisted solid-phase synthesis of 2,4,5-triaryl imidazoles in solventless system: an improved protocol. Heteroat. Chem. 17 (2006), 699–702.
    • (2006) Heteroat. Chem. , vol.17 , pp. 699-702
    • Oskooie, H.A.1    Alimohammadi, Z.2    Heravi, M.M.3
  • 25
  • 26
    • 79955713996 scopus 로고    scopus 로고
    • Synthesis and anti-fungal screening of fluoro benzothiazolo imidazole derivatives
    • Sathe, B.S., Jaychandran, E., Jagtap, V.A., Deshmukh, S.D., Synthesis and anti-fungal screening of fluoro benzothiazolo imidazole derivatives. Der Pharm. Chem. 3 (2011), 305–309.
    • (2011) Der Pharm. Chem. , vol.3 , pp. 305-309
    • Sathe, B.S.1    Jaychandran, E.2    Jagtap, V.A.3    Deshmukh, S.D.4
  • 27
    • 79955034760 scopus 로고    scopus 로고
    • Pharmacophore design of p38 MAP kinase inhibitors with either 2,4,5-trisubstituted or 1,2,4,5-tetrasubstituted imidazole scaffold
    • Scior, T., Domeyer, D.M., Cuanalo-Contreras, K.A., Laufer, S., Pharmacophore design of p38 MAP kinase inhibitors with either 2,4,5-trisubstituted or 1,2,4,5-tetrasubstituted imidazole scaffold. Curr. Med. Chem. 18 (2011), 1526–1539.
    • (2011) Curr. Med. Chem. , vol.18 , pp. 1526-1539
    • Scior, T.1    Domeyer, D.M.2    Cuanalo-Contreras, K.A.3    Laufer, S.4
  • 28
    • 33646009192 scopus 로고    scopus 로고
    • Silica sulfuric acid as an efficient and recoverable catalyst for the synthesis of trisubstituted imidazoles
    • Shaabani, A., Rahmati, A., Silica sulfuric acid as an efficient and recoverable catalyst for the synthesis of trisubstituted imidazoles. J. Mol. Catal. A: Chem. 249 (2006), 246–248.
    • (2006) J. Mol. Catal. A: Chem. , vol.249 , pp. 246-248
    • Shaabani, A.1    Rahmati, A.2
  • 30
    • 82455175963 scopus 로고    scopus 로고
    • Synthesis of highly substituted imidazoles using bronsted acidic ionic liquid, triphenyl(propyl-3-sulphonyl)phosphonium toluenesulfonate, as reusable catalyst
    • Shaterian, H.R., Azizi, K., Synthesis of highly substituted imidazoles using bronsted acidic ionic liquid, triphenyl(propyl-3-sulphonyl)phosphonium toluenesulfonate, as reusable catalyst. J. Iran. Chem. Soc. 8 (2011), 1120–1134.
    • (2011) J. Iran. Chem. Soc. , vol.8 , pp. 1120-1134
    • Shaterian, H.R.1    Azizi, K.2
  • 31
    • 70349730370 scopus 로고    scopus 로고
    • An efficient synthesis of 2,4,5-triaryl-1H-imidazole derivatives catalyzed by boric acid in aqueous media under ultrasound-irradiation
    • Shelke, K.F., Sapkal, S.B., Sonar, S.S., Madje, B.R., Shingate, B.B., Shingare, M.S., An efficient synthesis of 2,4,5-triaryl-1H-imidazole derivatives catalyzed by boric acid in aqueous media under ultrasound-irradiation. Bull. Korean Chem. Soc. 30 (2009), 1057–1060.
    • (2009) Bull. Korean Chem. Soc. , vol.30 , pp. 1057-1060
    • Shelke, K.F.1    Sapkal, S.B.2    Sonar, S.S.3    Madje, B.R.4    Shingate, B.B.5    Shingare, M.S.6
  • 32
    • 14844342306 scopus 로고    scopus 로고
    • Room temperature ionic liquid promoted improved and rapid synthesis of 2,4,5-triaryl imidazoles from aryl aldehydes and 1,2-diketones or α-hydroxyketone
    • Siddiqui, S.A., Narkhede, U.C., Palimkar, S.S., Daniel, T., Lahoti, R.J., Srinivasan, K.V., Room temperature ionic liquid promoted improved and rapid synthesis of 2,4,5-triaryl imidazoles from aryl aldehydes and 1,2-diketones or α-hydroxyketone. Tetrahedron 61 (2005), 3539–3546.
    • (2005) Tetrahedron , vol.61 , pp. 3539-3546
    • Siddiqui, S.A.1    Narkhede, U.C.2    Palimkar, S.S.3    Daniel, T.4    Lahoti, R.J.5    Srinivasan, K.V.6
  • 33
    • 42949131796 scopus 로고    scopus 로고
    • Synthesis of some thiophene, imidazole and pyridine derivatives exhibiting good anti-inflammatory and analgesic activities
    • Sondhi, S.M., Jain, S., Dinodia, M., Kumar, A., Synthesis of some thiophene, imidazole and pyridine derivatives exhibiting good anti-inflammatory and analgesic activities. Med. Chem. 4 (2008), 146–154.
    • (2008) Med. Chem. , vol.4 , pp. 146-154
    • Sondhi, S.M.1    Jain, S.2    Dinodia, M.3    Kumar, A.4
  • 35
    • 0034709637 scopus 로고    scopus 로고
    • Microwave-assisted synthesis of substituted imidazoles on a solid support under solvent-free conditions
    • Usyatinsky, A.Y., Khmelnitsky, Y.L., Microwave-assisted synthesis of substituted imidazoles on a solid support under solvent-free conditions. Tetrahedron Lett. 41 (2000), 5031–5034.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 5031-5034
    • Usyatinsky, A.Y.1    Khmelnitsky, Y.L.2
  • 36
    • 33747360232 scopus 로고    scopus 로고
    • Etherification of benzyl alcohols with 1-hexanol over organosulfonic acid mesostructured materials
    • Van Grieken, R., Melero, J.A., Morales, G., Etherification of benzyl alcohols with 1-hexanol over organosulfonic acid mesostructured materials. J. Mol. Catal. A: Chem. 256 (2006), 29–36.
    • (2006) J. Mol. Catal. A: Chem. , vol.256 , pp. 29-36
    • Van Grieken, R.1    Melero, J.A.2    Morales, G.3
  • 37
    • 33750948229 scopus 로고    scopus 로고
    • Ytterbium triflate as an efficient catalyst for one-pot synthesis of substituted imidazoles through three-component condensation of benzil, aldehydes and ammonium acetate
    • Wang, L.-M., Wang, Y.-H., Tian, H., Yao, Y.-F., Shao, J.-H., Liu, B., Ytterbium triflate as an efficient catalyst for one-pot synthesis of substituted imidazoles through three-component condensation of benzil, aldehydes and ammonium acetate. J. Fluorine Chem. 127 (2006), 1570–1573.
    • (2006) J. Fluorine Chem. , vol.127 , pp. 1570-1573
    • Wang, L.-M.1    Wang, Y.-H.2    Tian, H.3    Yao, Y.-F.4    Shao, J.-H.5    Liu, B.6
  • 38
    • 0036810666 scopus 로고    scopus 로고
    • Design and preparation of organic−inorganic hybrid catalysts
    • Wight, A.P., Davis, M.E., Design and preparation of organic−inorganic hybrid catalysts. Chem. Rev. 102 (2002), 3589–3614.
    • (2002) Chem. Rev. , vol.102 , pp. 3589-3614
    • Wight, A.P.1    Davis, M.E.2
  • 40
    • 3142519647 scopus 로고    scopus 로고
    • Microwave-assisted one-pot synthesis of tri-substituted imidazoles on solid support
    • Xu, Y., Wan, L.-F., Salehi, H., Deng, W., Guo, Q.-X., Microwave-assisted one-pot synthesis of tri-substituted imidazoles on solid support. Heterocycles 63 (2004), 1613–1618.
    • (2004) Heterocycles , vol.63 , pp. 1613-1618
    • Xu, Y.1    Wan, L.-F.2    Salehi, H.3    Deng, W.4    Guo, Q.-X.5
  • 41
    • 0031801728 scopus 로고    scopus 로고
    • Nonionic triblock and star diblock copolymer and oligomeric surfactant syntheses of highly ordered, hydrothermally stable, mesoporous silica structures
    • Zhao, D., Huo, Q., Feng, J., Chmelka, B.F., Stucky, G.D., Nonionic triblock and star diblock copolymer and oligomeric surfactant syntheses of highly ordered, hydrothermally stable, mesoporous silica structures. J. Am. Chem. Soc. 120 (1998), 6024–6036.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 6024-6036
    • Zhao, D.1    Huo, Q.2    Feng, J.3    Chmelka, B.F.4    Stucky, G.D.5


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