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Synthesis 2014; 46(07): 917-922
DOI: 10.1055/s-0033-1338595
DOI: 10.1055/s-0033-1338595
paper
Magnetite–Sulfuric Acid Magnetic Nanoparticles: Preparation and Application in Synthesis of Mono-, Bis-, and Tris-14H-Dibenzo[a,j]xanthen-14-ylarenes under Solvent-Free Conditions
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Further Information
Publication History
Received: 28 October 2013
Accepted after revision: 12 January 2014
Publication Date:
11 February 2014 (online)
Abstract
Novel magnetite–sulfuric acid (Fe3O4·SO3H) magnetic nanoparticles were prepared by the direct reaction of chlorosulfonic acid with magnetite nanoparticles, and characterized by IR spectroscopy, thermogravimetric analysis, X-ray diffraction, and scanning electron microscopy. The catalytic activity of the Fe3O4·SO3H nanoparticles in the reaction of 2-naphthol with aryl mono-, di- and trialdehydes was examined, and these catalysts were shown to exhibit remarkable catalytic performance in the solvent-free synthesis of mono-, bis-, and tris-14H-dibenzo[a,j]xanthen-14-ylarenes. The catalyst retained its activity for several cycles.
Key words
polycycles - heterocycles - catalysts - heterogeneous catalysis - condensation - cyclizationsSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
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References
- 1 Jiang Y, Jiang J, Gao Q, Ruan M, Yu H, Qi L. Nanotechnol. 2008; 19: 075714
- 2a Redel E, Walter M, Thomann R, Vollmer C, Hussein L, Scherer H, Krüger M, Janiak C. Chem. Eur. J. 2009; 15: 10047
- 2b Polshettiwar V, Varma RS. Tetrahedron 2010; 66: 1091
- 3 Bryant CS, Price GA, Jones CW. J. Catal. 2007; 251: 145
- 4 Pourjavadi A, Hosseini SH, Hosseini ST, Aghayeemeibody SA. Catal. Commun. 2012; 28: 86
- 5 Rostamizadeh Sh, Azad M, Shadjou N, Hasanzadeh M. Catal. Commun. 2012; 25: 83
- 6 Zolfigol MA. Tetrahedron 2001; 57: 9509
Reference Ris Wihthout Link
- 7 Karimi AR, Alimohammadi Z, Amini MM. Mol. Diversity 2010; 14: 635
- 8 Karimi AR, Alimohammadi Z, Azizian J, Mohammadi AA, Mohmmadizadeh MR. Catal. Commun. 2006; 7: 728
- 9 Karimi AR, Pashazadeh R. Synthesis 2010; 437
- 10 El-Brashy AM, El-Sayed MM, El-Sepai FA. Farmaco 2004; 59: 809
- 11 Poupelin JP, Saint-Rut G, Foussard-Blanpin O, Narcisse G, Uchida-Ernouf G, Lacroix R. Eur. J. Med. Chem. 1978; 13: 67
- 12 Lambert RW, Martin JA, Merrett JH, Parkes KE. B, Thomas GJ. WO 9706178, 1997 ; Chem. Abstr. 1997, 126, 212377
- 13 Ion RM. Prog. Catal. 1997; 2: 55
- 14 Ion RM, Frackowiak D, Planner A, Wiktorowicz K. Acta Biochim. Pol. 1998; 45: 833
- 15 Saint-Ruf G, De A, Hieu HT. Bull. Chim. Ther. 1972; 7: 83
- 16 Saint-Ruf G, Hieu HT, Poupelin JP. Naturwissenschaften 1975; 62: 584
- 17 Menchen SM, Benson SC, Lam JY. L, Zhen W, Sun D, Rosenblum BB, Khan SH, Taing M. US 6583168, 2003 ; Chem. Abstr. 2003, 139, 54287
- 18 Banerjee A, Mukherjee AK. Stain Technol. 1981; 56: 83
- 19 Sirkeeioglu O, Talinli N, Akar A. J. Chem. Res., Synop. 1995; 502
- 20 Ahmad M, King TA, Ko D.-K, Cha BH, Lee J. J. Phys. D: Appl. Phys. 2002; 35: 1473
- 21 Knight CG, Stephens T. Biochem. J. 1989; 258: 683
- 22 Rajitha B, Sunil Kumar B, Thirupathi Reddy Y, Narsimha Reddy P, Sreenivasulu N. Tetrahedron Lett. 2005; 46: 8691
- 23 Pasha MA, Jayashankara VP. Bioorg. Med. Chem. Lett. 2007; 17: 621
- 24 Das B, Ravikanth B, Ramu R, Laxminarayana K, Vittal Rao B. J. Mol. Catal. A: Chem. 2006; 255: 74
- 25 Khurana JM, Magoo D. Tetrahedron Lett. 2009; 50: 4777
- 26 Madhava JV, Thirupathi Reddy Y, Narsimha Reddy P, Nikhil Reddy M, Kuarma S, Crooks PA, Rajitha B. J. Mol. Catal. A: Chem. 2009; 304: 85
- 27 Bhattacharya AK, Rana KC, Mujahid M, Sehar IB, Saxena AK. Bioorg. Med. Chem. Lett. 2009; 19: 5590
- 28 Hong M, Cai C. J. Fluorine Chem. 2009; 130: 989
- 29 Ghaffari Khaligh N. Ultrason. Sonochem. 2012; 19: 736
- 30 Kumar Ram, Nandi GC, Verma RK, Singh MS. Tetrahedron Lett. 2010; 51: 442
- 31 Shirini F, Ghaffari Khaligh N. Dyes Pigm. 2012; 95: 789
- 32 Dharma Rao GB, Kaushik MP, Halve AK. Tetrahedron Lett. 2012; 53: 2741
- 33 Nandi GC, Samai S, Kumar R, Singh MS. Tetrahedron 2009; 65: 7129
- 34 Heravi MM, Bakhtiari K, Daroоgheha Z, Bamoharram FF. J. Mol. Catal. A: Chem. 2007; 273: 99
- 35 Rad-Moghadam K, Azimi SC. J. Mol. Catal. A: Chem. 2012; 363–364: 465
- 36 Zarei A, Hajipour AR, Khazdooz L. Dyes Pigm. 2010; 85: 133
- 37 Karimi AR, Dalirnasab Z, Karimi M, Bagherian F. Synthesis 2013; 45: 3300
- 38 Ghosh S, Badruddoza AZ. M, Uddin MS, Hidajat K. J. Colloid Interface Sci. 2011; 354: 483
- 39 Cornell RM, Schwertmann U. The Iron Oxides: Structure, Properties, Occurrences and Uses. Wiley-VCH; Weinheim: 1996
- 40 Tsukimura K, Sasaki S, Kimizuka N. Jpn. J. Appl. Phys. 1997; 36: 3609
- 41 Karimi AR, Khodadadi A. Tetrahedron Lett. 2012; 53: 5223
- 42 Tahmassebi DC, Sasaki T. J. Org. Chem. 1994; 59: 679