پیوندهای مفید
اخبار و اعلانات
آمار
| تعداد نشریات | 41 |
| تعداد شماره‌ها | 1,156 |
| تعداد مقالات | 9,939 |
| تعداد مشاهده مقاله | 18,558,257 |
| تعداد دریافت فایل اصل مقاله | 12,871,026 |
Efficient procedure for the synthesis of quinoline derivatives by NbCl5.PEG and NbCl5 in glycerol as green solvent | ||
| Iranian chemical communication | ||
| مقاله 6، دوره 3، Issue 4, pp. 283-387, Serial No. 9، دی 2015، صفحه 335-347 اصل مقاله (150.59 K) | ||
| نوع مقاله: Original Research Article | ||
| نویسندگان | ||
| Batol Zakerinasab* 1؛ Mohammad Ali Nasseri1؛ Fateme Kamali2 | ||
| 1Department of Chemistry, College of Sciences, University of Birjand, Birjand 97175-615, Iran | ||
| 2Department of Chemistry, College of Sciences, Birjand University, Birjand 97175-615, Iran | ||
| چکیده | ||
| Quinolines, an important class of potentially bioactive compounds, have been synthesized by treatment of O-aminoarylketones and carbonyl compounds utilizing niobium (V) chloride / polyethylenglycole(NbCl5.PEG) and niobium(V)chloride (NbCl5) as available and inexpensive catalysts. The quinoline derivatives were prepared in glycerol, an excellent solvent in terms of environmental impact, with high yields (76-98%) and short reaction times (15- 90 min). Not only diketones but also ketones afforded the desired products in good to excellent yields. The reaction time of 2-amino-5-chlorobenzophenone and dicarbonyl compounds was longer than those of 2-aminobenzophenone. The reaction of cyclic diketones took place faster than open chain analogues. These reactions also proceeded with acetophenone derivatives. In these cases the reaction times are longer. | ||
| کلیدواژه‌ها | ||
| quinoline؛ niobium (v) chloride؛ glycerol؛ green solvent؛ solid acid | ||
| مراجع | ||
|
[1] M.P. Maguire, K.R. Sheets, K. McVety, A.P. Spada, A.J. Zilberstein. Med. Chem., 1994, 37, 2129-2137.
[2] A.V. Malkov, M.A. Kabeshov, M. Bella,
O. Kysilka, D.A. Malyshev, K. Pluhackova,
P. Kocovsky, Org. Lett., 2007, 9, 5473-5476.
[3] M.A.E. Shaban, M.A.M. Taha, E.M. Sharshira, Adv. Heterocycl.Chem., 1991, 52, 1-153.[4] G.D. Yadav, P.K. Rahul, H. Saumydeep. International Review of Chemical Engineering., 2012, 4, 597-607.
[5] N.D. Heindel, T.A. Brodof, J.E. Kogelschatz, J Heterocycl. Chem., 1966, 3, 222-223.[6] W. Pfitzinger, J Prakt. Chem., 1886, 33, 100-100.[7] a) E.A. Fehnel, J. Org. Chem., 1966, 31, 2899-2902; b) A. Bañón-Caballero, G. Guillena, C. Nájera, J. Org. Chem., 2013, 78, 5349-5356; c) J. Marco-Contelles, E. Pe´rez-Mayoral, A. Samadi, M. Carmo Carreiras, E. Soriano. Chem. Rev., 2009, 109, 2652-2671; d) Q. Shen, L. Wang, J. Yu, M. Liu, J. Qiu, L. Fang, F. Guo, J. Tang, Synthesis, 2012, 44, 389-392.
[8] E. Roberts, E.E. Turner, J. Chem. Soc., 1927, 1832-1857.
[9] J.S. Yadav, P.P. Rao, D. Sreenu, R.S. Rao, V.Kumar, K. Nagaiah, A.R. Prasad, Tetrahedron Lett., 2005, 46, 7249-7253.
[10] J. Wu, H. G. Xia, K. Gao, Org. Biomol. Chem., 2006, 4, 126-129.
[11] A. Arcadi, M. Chiarini, S.D. Giuseppe, F. Marinelli, Synlett., 2003, 2, 203-206.
[12] M. Zhu, W. Fu, C. Xun, G. Zou, Bull. Korean Chem. Soc., 2012, 33, 43-47.
[13] S.J. Song, S.J. Cho, D.K. Park, T.W. Kwon, S.A. Jenekhe, Tetrahedron Lett., 2003, 44, 255-257.
[14] S.A. Palimkar, S.A. Siddiqui, T. Daniel, R.J. Lahoti, K.V. Srinivasan, J. Org. Chem., 2003, 68, 9371-9378.[15] A. Wolfson, C. Dlugy, Y. Shotland, Environ Chem. Lett., 2007, 5, 67-71.
[16] K. Suzuki, T. Hashimoto, H. Maeta, T. Matsumoto, Synlett., 1992, 125-128.
[17] J. Howarth, K. Gillespie, Tetrahedron Lett., 1996, 37, 6011-6012.
[18] C. Kleber, Z. Andrade, G.R. Oliveira. Tetrahedron Lett., 2002, 43, 1935-1937.
[19] M. Aresta, A. Dibenedetto, P. Stufano, B. Maria Aresta, S. Maggi, I. Papai, T.A. Rokob, B. Gabriele. Dalton Trans., 2010, 39, 6985.
[20] M.A. Zolfigol, P. Salehi, A. Ghaderi, M. Shiri, Z. Tanbakouchian, Journal of Molecular Catalysis A: Chemical., 2006, 259, 253-258.
[21] C. Gisela, M. Mariela, P. Juan, M. Bruno. Tetrahedron Letters., 2006, 47, 8811-8815.
[22] J.S. Yadav, B.V.S. Reddy, P. Sreedhar, R. SrinivasaRao, K. Nagaiah, Synlett., 2004, 2381-2385.
[23] G. Kempter, P.Z. Klug. Chem., 1971, 61, 3916-3919.
[24] M. Narasimhulu, T. Srikanth Reddy, K.Chinni Mahesh, P. Prabhakar, C. Bhujanga Rao, Y. Venkateswarlu. J. Mol. Catal. A: Chem., 2007, 266, 114-117.
[25] M.A. Zolfigol, P. Salehi, A. Ghaderi, M. Shiri. Catal.Commun., 2007, 8, 1214-1218.
[26] G. Karthikeyan, P.T. Perumal. J. Heterocyclic Chem., 2004, 41, 1039-1041. | ||
|
آمار تعداد مشاهده مقاله: 3,055 تعداد دریافت فایل اصل مقاله: 3,017 |
||