Citation: Javad Safaei-Ghomi, Raheleh Teymuri, Hossein Shahbazi-Alavi, Abolfazl Ziarati. SnCl₂/nano SiO₂：A green and reusable heterogeneous catalyst for the synthesis of polyfunctionalized 4H-pyrans[J]. Chinese Chemical Letters, ;2013, 24(10): 921-925. shu

SnCl₂/nano SiO₂：A green and reusable heterogeneous catalyst for the synthesis of polyfunctionalized 4H-pyrans

1.
Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan 51167, Islamic Republic of Iran

Corresponding author: Javad Safaei-Ghomi,
Received Date: 21 February 2013
Available Online: 6 June 2013
Fund Project:

A highly efficient and general method for the synthesis of polyfunctionalized 4H-pyrans is established through a one-pot multicomponent cyclocondensation of aromatic aldehydes with CH acids, malononitrile and ethyl acetoacetate using nano silica supported tin (Ⅱ) chloride as a catalyst. In this method SnCl₂/nano SiO₂ was used as green and reusable catalyst. Excellent yields, short reaction times, simple workup, and inexpensiveness and commercially availability of the catalyst are the advantages of this method.
- Nano silica supported tin (Ⅱ) chloride,
- Polyfunctionalized 4H-pyrans,
- Multicomponent reactions,
- Heterogeneous catalyst
References
1. [1]
  [1] M.H. Elnagdi, H.A. Elfaham, G.E.H. Elgemeie, Utility of α,β-unsaturated nitrirles in heterocyclic synthesis, Heterocycles 20 (1983) 519-550.
2. [2]
  [2] S. Goldmann, J. Stoltefus, 1,4-Dihydropyridines: effects of chirality and conformation on the calcium antagonist and calcium agonist activities, Angew. Chem. Int. Ed. Engl. 30 (1991) 1559-1578.
3. [3]
  [3] L.L. Andreani, E. Lapi, Aspects and orientations of modern pharmacognosy, Boll. Chim. Farm. 99 (1960) 583-586.
4. [4]
  [4] L. Bonsignore, G. Loy, D. Secci, A. Calignano, Synthesis and pharmacological activity of 2-oxo-(2H) 1-benzopyran-3-carboxamide derivatives, Eur. J. Med. Chem. 28 (1993) 517-520.
5. [5]
  [5] G.R. Green, J.M. Evans, A.K. Vong, Pyrans and their benzo derivatives synthesis, in: A.R. Katritsky, C. Rees, E.F.V. Scriven (Eds.), Comprehensive Heterocyclic Chemistry Ⅱ, Pergamon Press, Oxford, 1995, p. 469.
6. [6]
  [6] A. Sánchez, F. Hernández, P.C. Cruz, et al., Infrared irradiation-assisted multicomponent synthesis of 2-amino-3-cyano-4H-pyran derivatives, J. Mex. Chem. Soc. 56 (2012) 121-127.
7. [7]
  [7] K. Urbahns, E. Horvath, J.P. Stasch, F. Mauler, 4-Phenyl-4H-pyrans as IKCa channel blockers, Bioorg. Med. Chem. Lett. 13 (2003) 2637-2639.
8. [8]
  [8] I. Devi, P.J. Bhuyan, Sodium bromide catalysed one-pot synthesis of tetrahydrobenzo[ b]pyrans via a three-component cyclocondensation under microwave irradiation and solvent free conditions, Tetrahedron Lett. 45 (2004) 8625-8627.
9. [9]
  [9] A. Domling, Recent developments in isocyanide based multicomponent reactions in applied chemistry, Chem. Rev. 106 (2006) 17-89.
10. [10]
  [10] D.J. Ramon, M. Yus, Asymmetric multicomponent reactions (AMCRs): the new frontier, Angew. Chem. Int. Ed. 44 (2005) 1602-1634.
11. [11]
  [11] C. Ma, Y. Yang, Thiazolium-mediated multicomponent reactions: a facile synthesis of 3-aminofuran derivatives, Org. Lett. 7 (2005) 1343-1345.
12. [12]
  [12] E. Soleimani, M.M. Khodaei, N. Batooie, M. Baghbanzadeh, Water-prompted synthesis of alkyl nitrile derivatives via Knoevenagel condensation and Michael addition reaction, Green Chem. 13 (2011) 566-569.
13. [13]
  [13] G. Evano, N. Blanchard, M. Toumi, New copper-mediated coupling reactions and their applications in natural products and designed biomolecules synthesis, Chem. Rev. 108 (2008) 3054-3131.
14. [14]
  [14] N. Martin, C. Pascual, C. Seoane, J.L. Soto, The use of some activated nitriles in heterocyclic syntheses, Heterocycles 26 (1987) 2811-2816.
15. [15]
  [15] S.E. Zayed, E.I. AbouElmaged, S.A. Metwally, M.H. Elnagdi, Reactions of sixmembered heterocyclic b-enaminonitriles with electrophilic reagents, Collect. Czech. Chem. Commun. 56 (1991) 2175-2182.
16. [16]
  [16] D. Kumar, R.V. Buchi, S. Sharad, U. Dube, S. Kapur, A facile one-pot green synthesis and antibacterial activity of 2-amino-4H-pyrans and 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes, Eur. J. Med. Chem. 44 (2009) 3805-3809.
17. [17]
  [17] N. SeshuBabu, N. Pasha, K.T. VenkateswaraRao, P.S. Sai Prasad, N. Lingaiah, A heterogeneous strong basic Mg/La mixed oxide catalyst for efficient synthesis of polyfunctionalized pyrans, Tetrahedron Lett. 49 (2008) 2730-2733.
18. [18]
  [18] D. Fang, J.M. Yang, H.B. Zhang, C.M. Jiao, Synthesis of 4H-pyrans catalyzed by thermol-regulated PEG1000-based ionic liquid/EM, J. Ind. Eng. Chem. 17 (2011) 386-388.
19. [19]
  [19] P. Bhattacharyya, K. Pradhan, S. Paul, A.R. Das, Nano crystalline ZnO catalyzed one pot multicomponent reaction for an easy access of fully decorated 4H-pyran scaffolds and its rearrangement to 2-pyridone nucleus in aqueous media, Tetrahedron Lett. 53 (2012) 4687-4691.
20. [20]
  [20] J. Wolinsky, H.S. Haue, Substituted γ-pyrans, J. Org. Chem. 34 (1969) 3169.
21. [21]
  [21] J.C. Wilson, G.S. Mcgrath, S.A. Srinivasan, 4H-pyran charge control agents for electrostatographic toners and developers, US Patent, 6 221 550 (2001).
22. [22]
  [22] P. Salehi, M. Dabiri, M.A. Zolfigol, M.A. Bodaghi Fard, Silica sulfuric acid: an efficient and reusable catalyst for the one-pot synthesis of 3, 4-dihydropyrimidin-2(1H)-ones, Tetrahedron Lett. 44 (2003) 2889-2891.
23. [23]
  [23] M. Moghaddas, A. Davoodnia, M. Heravi, N. Tavakoli-Hoseini, Sulfonated carbon catalyzed Biginelli reaction for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones and-thiones, Chin. J. Catal. 33 (2012) 706-710.
24. [24]
  [24] D.C. Sherrington, A.P. Kybett, Supported Catalysts and Their Applications, The Royal Society of Chemistry, Cambridge, 2001p. 196.
25. [25]
  [25] L. Huang, Z. Wang, T.P. Ang, J. Tan, P.K. Wong, A novel SiO₂ supported Pd metal catalyst for the Heck reaction, Catal. Lett. 112 (2006) 219-225.
26. [26]
  [26] V. Siddaiah, G.M. Basha, R. Srinuvasarao, S.K. Yadav, HClO4-SiO₂: an efficient reusable catalyst for the synthesis of 3,4,5-trisubstituted 1,2,4-triazoles under solvent-free conditions, Catal. Lett. 141 (2011) 1511-1520.
27. [27]
  [27] A. Ziarati, J. Safaei-Ghomi, S. Rohani, Pseudo five-component process for the synthesis of functionalized tricarboxamides using CuI nanoparticles as reusable catalyst, Chin. Chem. Lett. 24 (2013) 195-198.
28. [28]
  [28] J. Safaei-Ghomi, M.A. Ghasemzadeh, Zinc oxide nanoparticles: a highly efficient and readily recyclable catalyst for the synthesis of xanthenes, Chin. Chem. Lett. 23 (2012) 1225-1229.
29. [29]
  [29] A. Ziarati, J. Safaei-Ghomi, S. Rohani, Sonochemically synthesis of pyrazolones using reusable catalyst CuI nanoparticles that was prepared by sonication, Ultrason. Sonochem. 20 (2013) 1069-1075.
30. [30]
  [30] H.R. Darabi, K. Aghapoor, F. Mohsenzadeh, et al., Heterogeneous SnCl₂/SiO₂ versus homogeneous SnCl₂ acid catalysis in the benzo[N,N]-heterocyclic condensation, Bull. Korean Chem. Soc. 32 (2011) 213-218.
31. [31]
  [31] B.F. Mirjalili, A. Bamoniri, A. Akbari, One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones (thiones) promoted by nano-BF₃ SiO₂, J. Iran Chem. Soc. 8 (2011) S135-S140.
32. [32]
  [32] M.M. Heravi, Y.S. Beheshtiha, Z. Pirnia, S. Sadjadi, M. Adibi, One-pot, threecomponent synthesis of 4H-pyrans using Cu(Ⅱ) oxymetasilicate, Synth. Commun. 39 (2009) 3663-3667.
33. [33]
  [33] U.R. Pratap, D.V. Jawale, P.D. Netankar, R.A. Mane, Baker's yeast catalyzed one-pot three-component synthesis of polyfunctionalized 4H-pyrans, Tetrahedron Lett. 52 (2011) 5817-5819.
34. [34]
  [34] S. Banerjee, Al Horn, H. Khatri, G. Sereda, A green one-pot multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological, pharmacological, and optical applications using silica nanoparticles as reusable catalyst, Tetrahedron Lett. 52 (2011) 1878-1881.
35. [35]
  [35] K. Urbahns, H.G. Heine, B. Junge, et al., Substituted 4H-pyrans with a modulating effect on calcium channels, EP Patents, 0758648 (1997).
1. [1]
  [1] M.H. Elnagdi, H.A. Elfaham, G.E.H. Elgemeie, Utility of α,β-unsaturated nitrirles in heterocyclic synthesis, Heterocycles 20 (1983) 519-550.
2. [2]
  [2] S. Goldmann, J. Stoltefus, 1,4-Dihydropyridines: effects of chirality and conformation on the calcium antagonist and calcium agonist activities, Angew. Chem. Int. Ed. Engl. 30 (1991) 1559-1578.
3. [3]
  [3] L.L. Andreani, E. Lapi, Aspects and orientations of modern pharmacognosy, Boll. Chim. Farm. 99 (1960) 583-586.
4. [4]
  [4] L. Bonsignore, G. Loy, D. Secci, A. Calignano, Synthesis and pharmacological activity of 2-oxo-(2H) 1-benzopyran-3-carboxamide derivatives, Eur. J. Med. Chem. 28 (1993) 517-520.
5. [5]
  [5] G.R. Green, J.M. Evans, A.K. Vong, Pyrans and their benzo derivatives synthesis, in: A.R. Katritsky, C. Rees, E.F.V. Scriven (Eds.), Comprehensive Heterocyclic Chemistry Ⅱ, Pergamon Press, Oxford, 1995, p. 469.
6. [6]
  [6] A. Sánchez, F. Hernández, P.C. Cruz, et al., Infrared irradiation-assisted multicomponent synthesis of 2-amino-3-cyano-4H-pyran derivatives, J. Mex. Chem. Soc. 56 (2012) 121-127.
7. [7]
  [7] K. Urbahns, E. Horvath, J.P. Stasch, F. Mauler, 4-Phenyl-4H-pyrans as IKCa channel blockers, Bioorg. Med. Chem. Lett. 13 (2003) 2637-2639.
8. [8]
  [8] I. Devi, P.J. Bhuyan, Sodium bromide catalysed one-pot synthesis of tetrahydrobenzo[ b]pyrans via a three-component cyclocondensation under microwave irradiation and solvent free conditions, Tetrahedron Lett. 45 (2004) 8625-8627.
9. [9]
  [9] A. Domling, Recent developments in isocyanide based multicomponent reactions in applied chemistry, Chem. Rev. 106 (2006) 17-89.
10. [10]
  [10] D.J. Ramon, M. Yus, Asymmetric multicomponent reactions (AMCRs): the new frontier, Angew. Chem. Int. Ed. 44 (2005) 1602-1634.
11. [11]
  [11] C. Ma, Y. Yang, Thiazolium-mediated multicomponent reactions: a facile synthesis of 3-aminofuran derivatives, Org. Lett. 7 (2005) 1343-1345.
12. [12]
  [12] E. Soleimani, M.M. Khodaei, N. Batooie, M. Baghbanzadeh, Water-prompted synthesis of alkyl nitrile derivatives via Knoevenagel condensation and Michael addition reaction, Green Chem. 13 (2011) 566-569.
13. [13]
  [13] G. Evano, N. Blanchard, M. Toumi, New copper-mediated coupling reactions and their applications in natural products and designed biomolecules synthesis, Chem. Rev. 108 (2008) 3054-3131.
14. [14]
  [14] N. Martin, C. Pascual, C. Seoane, J.L. Soto, The use of some activated nitriles in heterocyclic syntheses, Heterocycles 26 (1987) 2811-2816.
15. [15]
  [15] S.E. Zayed, E.I. AbouElmaged, S.A. Metwally, M.H. Elnagdi, Reactions of sixmembered heterocyclic b-enaminonitriles with electrophilic reagents, Collect. Czech. Chem. Commun. 56 (1991) 2175-2182.
16. [16]
  [16] D. Kumar, R.V. Buchi, S. Sharad, U. Dube, S. Kapur, A facile one-pot green synthesis and antibacterial activity of 2-amino-4H-pyrans and 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes, Eur. J. Med. Chem. 44 (2009) 3805-3809.
17. [17]
  [17] N. SeshuBabu, N. Pasha, K.T. VenkateswaraRao, P.S. Sai Prasad, N. Lingaiah, A heterogeneous strong basic Mg/La mixed oxide catalyst for efficient synthesis of polyfunctionalized pyrans, Tetrahedron Lett. 49 (2008) 2730-2733.
18. [18]
  [18] D. Fang, J.M. Yang, H.B. Zhang, C.M. Jiao, Synthesis of 4H-pyrans catalyzed by thermol-regulated PEG1000-based ionic liquid/EM, J. Ind. Eng. Chem. 17 (2011) 386-388.
19. [19]
  [19] P. Bhattacharyya, K. Pradhan, S. Paul, A.R. Das, Nano crystalline ZnO catalyzed one pot multicomponent reaction for an easy access of fully decorated 4H-pyran scaffolds and its rearrangement to 2-pyridone nucleus in aqueous media, Tetrahedron Lett. 53 (2012) 4687-4691.
20. [20]
  [20] J. Wolinsky, H.S. Haue, Substituted γ-pyrans, J. Org. Chem. 34 (1969) 3169.
21. [21]
  [21] J.C. Wilson, G.S. Mcgrath, S.A. Srinivasan, 4H-pyran charge control agents for electrostatographic toners and developers, US Patent, 6 221 550 (2001).
22. [22]
  [22] P. Salehi, M. Dabiri, M.A. Zolfigol, M.A. Bodaghi Fard, Silica sulfuric acid: an efficient and reusable catalyst for the one-pot synthesis of 3, 4-dihydropyrimidin-2(1H)-ones, Tetrahedron Lett. 44 (2003) 2889-2891.
23. [23]
  [23] M. Moghaddas, A. Davoodnia, M. Heravi, N. Tavakoli-Hoseini, Sulfonated carbon catalyzed Biginelli reaction for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones and-thiones, Chin. J. Catal. 33 (2012) 706-710.
24. [24]
  [24] D.C. Sherrington, A.P. Kybett, Supported Catalysts and Their Applications, The Royal Society of Chemistry, Cambridge, 2001p. 196.
25. [25]
  [25] L. Huang, Z. Wang, T.P. Ang, J. Tan, P.K. Wong, A novel SiO₂ supported Pd metal catalyst for the Heck reaction, Catal. Lett. 112 (2006) 219-225.
26. [26]
  [26] V. Siddaiah, G.M. Basha, R. Srinuvasarao, S.K. Yadav, HClO4-SiO₂: an efficient reusable catalyst for the synthesis of 3,4,5-trisubstituted 1,2,4-triazoles under solvent-free conditions, Catal. Lett. 141 (2011) 1511-1520.
27. [27]
  [27] A. Ziarati, J. Safaei-Ghomi, S. Rohani, Pseudo five-component process for the synthesis of functionalized tricarboxamides using CuI nanoparticles as reusable catalyst, Chin. Chem. Lett. 24 (2013) 195-198.
28. [28]
  [28] J. Safaei-Ghomi, M.A. Ghasemzadeh, Zinc oxide nanoparticles: a highly efficient and readily recyclable catalyst for the synthesis of xanthenes, Chin. Chem. Lett. 23 (2012) 1225-1229.
29. [29]
  [29] A. Ziarati, J. Safaei-Ghomi, S. Rohani, Sonochemically synthesis of pyrazolones using reusable catalyst CuI nanoparticles that was prepared by sonication, Ultrason. Sonochem. 20 (2013) 1069-1075.
30. [30]
  [30] H.R. Darabi, K. Aghapoor, F. Mohsenzadeh, et al., Heterogeneous SnCl₂/SiO₂ versus homogeneous SnCl₂ acid catalysis in the benzo[N,N]-heterocyclic condensation, Bull. Korean Chem. Soc. 32 (2011) 213-218.
31. [31]
  [31] B.F. Mirjalili, A. Bamoniri, A. Akbari, One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones (thiones) promoted by nano-BF₃ SiO₂, J. Iran Chem. Soc. 8 (2011) S135-S140.
32. [32]
  [32] M.M. Heravi, Y.S. Beheshtiha, Z. Pirnia, S. Sadjadi, M. Adibi, One-pot, threecomponent synthesis of 4H-pyrans using Cu(Ⅱ) oxymetasilicate, Synth. Commun. 39 (2009) 3663-3667.
33. [33]
  [33] U.R. Pratap, D.V. Jawale, P.D. Netankar, R.A. Mane, Baker's yeast catalyzed one-pot three-component synthesis of polyfunctionalized 4H-pyrans, Tetrahedron Lett. 52 (2011) 5817-5819.
34. [34]
  [34] S. Banerjee, Al Horn, H. Khatri, G. Sereda, A green one-pot multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological, pharmacological, and optical applications using silica nanoparticles as reusable catalyst, Tetrahedron Lett. 52 (2011) 1878-1881.
35. [35]
  [35] K. Urbahns, H.G. Heine, B. Junge, et al., Substituted 4H-pyrans with a modulating effect on calcium channels, EP Patents, 0758648 (1997).
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SnCl2/nano SiO2：A green and reusable heterogeneous catalyst for the synthesis of polyfunctionalized 4H-pyrans

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通讯作者: 陈斌, bchen63@163.com

SnCl₂/nano SiO₂：A green and reusable heterogeneous catalyst for the synthesis of polyfunctionalized 4H-pyrans