تعداد نشریات | 418 |
تعداد شمارهها | 10,005 |
تعداد مقالات | 83,623 |
تعداد مشاهده مقاله | 78,416,316 |
تعداد دریافت فایل اصل مقاله | 55,444,859 |
A simple and green approach for the synthesis of substituted dihydro-2-oxypyrroles catalyzed by nano-Fe3O4@SiO2/SnCl4 superparamagnetic nanoparticles | ||
Iranian Journal of Catalysis | ||
مقاله 2، دوره 9، شماره 1، خرداد 2019، صفحه 11-19 اصل مقاله (2.24 M) | ||
نوع مقاله: Articles | ||
نویسندگان | ||
Bi Bi Fatemeh Mirjalili* 1؛ Reza Araqi1؛ Seyed Ahmad Mohajeri2 | ||
1Department of Chemistry, College of Science, Yazd University, Yazd, P.O. Box. 89195-741, I. R. Iran. | ||
2Pharmaceutical Research Center, School of pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran. | ||
چکیده | ||
In this work, an efficient and green procedure for the synthesis of dihydro-2-oxypyrroles has been developed. One-pot four-component condensation reaction of aniline derivatives (2 mmol), dialkyl acetylene dicarboxylate (1 mmol), and aldehydes ( 1 mmol) was done in ethanol at 65 °C in the presence of nano-Fe3O4@SiO2/SnCl4 as a magnetically reusable heterogeneous acid catalyst. The obtained dihydro-2-oxypyrroles were purified without any chromatography techniques. The structure of obtained pure products was identified by physical properties and spectroscopic data such as FT-IR, 1H NMR, 13C NMR and mass spectroscopy. This protocol consistently has the advantages of excellent yields, short reaction time, simple workup, recyclability of the catalyst up to six runs without appreciable loss of activity. | ||
کلیدواژهها | ||
Dihydro-2-oxypyrroles؛ Fe3O4@SiO2/SnCl4؛ Heterogeneous acid catalyst؛ Magnetic catalyst؛ Dialkyl acetylene dicarboxylate | ||
مراجع | ||
[1] T. Kawasuji, M. Fuji, T. Yoshinaga, A. Sato, T. Fujiwara, R. Kiyama, Bioorgan. Med. Chem. 15 (2007) 5487-5492. [2] X. Luo, M. Shu, Y. Wang, J. Liu, W. Yang, Z. Lin, Molecules 17 (2012) 2015-2029. [3] C. Peifer, R. Selig, K. Kinkel, D. Ott, F. Totzke, C. Schächtele, R. Heidenreich, M. Röcken, D. Schollmeyer, S. Laufer, J. Med. Chem. 51 (2008) 3814-3824. [4] T.R. Reddy, C. Li, X. Guo, H.K. Myrvang, P.M. Fischer, L.V. Dekker, J. Med. Chem. 54 (2011) 2080-2094. [5] W. R. Li, S.T. Lin, N.M. Hsu, M.S. Chern, J. Org. Chem. 67 (2002) 4702-4706. [6] A. Kolocouris, G.B. Foscolos, G. Fytas, J. Neyts, E. Padalko, J. Balzarini, R. Snoeck, G. Andrei, E. De Clercq, J. Med. Chem. 39 (1996) 3307-3318. [7] A.S. Demir, F. Aydogan, I.M. Akhmedov, Tetrahedron Asym. 13 (2002) 601-605. [8] Z. Feng, X. Li, G. Zheng, L. Huang, Bioorg. Med. Chem. Lett. 19 (2009) 2112-2115. [9] L. Zhang, Y. Tan, N.X. Wang, Q.Y. Wu, Z. Xi, G.F. Yang, Bioorg. Med. Chem. 18 (2010) 7948-7956. [10] S. Tarnavsky, G. Dubinina, S. Golovach, S. Yarmoluk, Biopolym. Cell. 19 (2003) 548-552. [11] D. Albrecht, B. Basler, T. Bach, J. Org. Chem. 73 (2008) 2345-2356. [12] A. Dömling, Chem. Rev. 106 (2006) 17-89. [13] A. Bamoniri, B.F. Mirjlili, R. Tarazian, Monatsh. Chem.146 (2015) 2107-2115. [14] A.T. Khan, A. Ghosh, M. M. Khan, Tetrahedron Lett. 53 (2012) 2622-2626. [15] L. Lv, S. Zheng, X. Cai, Z. Chen, Q. Zhu, S. Liu, ACS Comb. Sci. 15 (2013) 183-192. [16] B.F. Mirjalili, R. Zare Reshquiyea, RSC Adv. 5 (2015)15566-15571. [17] S. Rana, M. Brown, A. Dutta, A. Bhaumik, C. Mukhopadhyay, Tetrahedron Lett. 54 (2013) 1371-1379. [18] S.S. Sajadikhah, N. Hazeri, M.T. Maghsoodlou, S.M. Habibi-Khorassani, K. Khandan-Barani, J. Chem. Res. 37 (2013) 40-42. [19] N. Salehi, B.F. Mirjalili, RSC Adv. 7 (2017) 30303-30309. [20] M. Nickraftar, N. Najafi Hajivar, J. Aboonajmi, E. Fereidooni, Res. Chem. Intermed. 42 (2016) 2899-2908. [21] S.S. Sajadikhah, M.T. Maghsoodlou, RSC Adv. 4 (2014) 43454-43459. [22] L. Lv, S. Zheng, X. Cai, Z. Chen, Q. Zhu, S. Liu S, ACS Comb. Sci. 15 (2013) 183-192; [23] S.S. Sajadikhah, N. Hazeri, M.T. Maghsoodlou, S.M. Habibi-Khorassani, J. Chin. Chem. Soc. 60 (2013) 1003-1006. [24] S.S. Sajadikhah, M.T. Maghsoodlou, N. Hazeri, Chin. Chem. Lett. 25 (2014) 58-60. [25] Q. Zhu, H. Jiang, J. Li, S. Liu, C. Xia, M. Zhang, (2009) J. Comb. Chem. 11 (2009) 685-696. [26] S.S. Sajadikhah, N. Hazeri, Res. Chem. Intermed. 40 (2014) 737-748. [27] N. Hazeri, S.S. Sajadikhah, M.T. Maghsoodlou, S. Mohamadian-Souri, M. Norouzia, M. Moein, J. Chin. Chem. Soc. 61 (2014) 217-220. [28] S.S. Sajadikhah, N. Hazeri, M.T. Maghsoodlou, S.M. Habibi-Khorassani, A. Beigbabaei, A.C. Willis, J. Iran. Chem. Soc. 10 (2013) 863-871. [29] J.N. Zhang, X.H. Yang, W.J. Guo, B. Wang, Z.H. Zhang, Synlett 28 (2017) 734-740. [30] B.F. Mirjalili, H. Jorsarraie, H. Akrami, Iran. J. Catal. 7 (2017) 201-205. [31] B.F. Mirjalili, A. Bamoniri, Z. Fazeli, Iran. J. Catal. 6 (2016) 253-259. [32] B.F. Mirjalili, A. Bamoniri, M.A. Mirhoseini, Iran. J. Catal. 6 (2016) 23-27. [33] B.F. Mirjalili, A. Bamoniri, S. Fouladgar, Polycycl. Aromat. Compd. 37 (2017) 345-361. [34] A. Bamoniri, S. Fouladgar, RSC Adv. 5 (2015) 78483-78490. | ||
آمار تعداد مشاهده مقاله: 372 تعداد دریافت فایل اصل مقاله: 580 |