تعداد نشریات | 41 |
تعداد شمارهها | 1,138 |
تعداد مقالات | 9,765 |
تعداد مشاهده مقاله | 17,902,112 |
تعداد دریافت فایل اصل مقاله | 12,512,556 |
Sulfamic acid supported on cellulose as a biodegradable and recyclable heterogeneous catalyst for the synthesis of tetrahydrobenzo xanthene derivatives | ||
Iranian chemical communication | ||
مقاله 10، دوره 4، Issue 2, pp. 133-235, Serial No. 11، تیر 2016، صفحه 214-225 اصل مقاله (265.41 K) | ||
نوع مقاله: Original Research Article | ||
نویسندگان | ||
Batol Zakerinasab* 1؛ Mohammad Ali Nasseri1؛ Hassan Hassani2 | ||
1Department of Chemistry, College of Sciences, University of Birjand, Birjand 97175-615, Iran | ||
2Department of Chemistry, Payam Noor University, Birjand, Iran | ||
چکیده | ||
Cellulose bonded N-propyl diethylene tetra sulfamic acid (CBPDETSA) was successfully applied as a green and recyclable acidic catalyst for the synthesis of tetrahydrobenzo [a] xanthene-11-one as an important class of potentially bioactive compounds. The products are obtained by the coupling of 2-naphtol , cyclohexadione and aldehyde derivatives in good to high yields (70- 92%) under solvent-free conditions. The reactivity of different aromatic aldehydes was influenced by the nature and position of the substituents on the aromatic ring. The benzaldehyde derivatives having an electron-withdrawing substituent were highly reactive and gave the products in excellent yields. Also, the catalyst could be recovered by filtration and subjected to a second reaction process. The results show that the yield of product after five runs was only slightly reduced. | ||
کلیدواژهها | ||
Heterogeneous catalyst؛ cellulose؛ xanthene؛ solvent-free؛ CBPDETSA | ||
مراجع | ||
[1] R. Yolanda, de Miguel, J Chem Soc Perkin Trans., 2000, 1, 4213-4221. [2] R.A. Sheldon, H. Van Bekkum, Fine Chemicals through Heterogeneous Catalysis, Wiley-VCH, Weinheim, 2001. [3] J.H. Clark, D.J. Macquarrie, Green Chemistry and Technology, Blackwell, Abingdon, 2002. [4] R. Breslow, Acc Chem Res., 1980, 13, 170-177. [5] W.L. Wei, H.Y. Zhu, C.L. Zhao, M.Y. Huang, Y.Y. Jiang, React Funct Polym., 2004, 59, 33-39. [6] C. Crecchio, P. Ruggiero, M.D.R. Pizzigallo, Biotechnol. Bioeng., 1995, 48, 585-591. [7] K. Huang, L. Xue, Y.C. Hu, M.Y. Huang, Y.Y. Jiang, React Funct Polym., 2002, 50, 199- 203. [8] E. Guibal, Prog Polym Sci., 2005, 30, 71–109. [9] D. Klemm, B. Heublein, H.P. Fink, A.Bohn, Angew Chem Int Ed Engl., 2005, 44, 3358- 3393. [10] T. Hideo, Chem. Abstr., 1981, 95, 80922b, Jpn. TokkyoKoho JP 56005480, 1981. [11] R.W. Lambert, J.A. Martin, J.H. Merrett, K.E.B. Parker, G.J. Thomas, PCT Int. Appl. WO9706178, 1997. [12] S.M. Menchen, S.C. Benson, J.Y.L. Lam, W. Zhen, D. Sun, B.B. Rosenblum, S.H. Khan, M. Taing, U.S. Patent 6, 2003, 583, 168-170. [13] A. Bekaert, J. Andrieux, M. Plat, Tetrahedron Lett., 1992, 33, 2805-2806. [14] A. Naya, M. Ishikawa, K. Matsuda, K. Ohwaki, T. Saeki, K. Noguchi, N. Ohtake, Bioorg Med Chem., 2003, 11, 875-884. [15] I. Mohammadpoor-Baltork, M. Moghadam, V. Mirkhani, S. Tangestaninejad, H.R. Tavakoli, Chin Chem Lett., 2011, 22, 9-12. [16] G. Karthikeyan, A. Pandurangan, J. Mol. Catal A Chem, 2009, 311, 36-45. [17] M. Dabiri, M. Baghbanzadeh, M.S. Nikcheh, E. Arzroomchilar, Bioorg Med Chem Lett., 2008, 18, 436-438. [18] (a). M.A. Bigdeli, M.M. Heravi, G.H. Mahdavinia, Catal Commun., 2007, 8, 1595- 1598; (b) M.A. Zolfigol, V. Khakyzadeh, A.R. Moosavi-Zare, A. Zare, S. B. Azimi, Zh. Asgari, A. Hasaninejad, Comptes Rendus Chimie, 2012, 8, 719-736 . [19] A.K. Bhattacharya, K.C. Rana, M. Mu-jahid, I. Sehar, A.K. Saxena, Bioorg Med Chem Lett., 2009, 19, 5590-5593. [20] M. A. Nasseri, S.A. Alavi, B. Zakerinasab, J Chem Sci., 2013, 125, 109- 116. [21] M. A. Nasseri, S.A. Alavi, B. Zakerinasab, J Iran Chem Soc., 2013, 10, 21-25. [22] M. A. Nasseri, M. Salimi, Lett.Org. Chem., 2013, 10, 164-170. [23] M. A. Nasseri, S.M. Sadeghzadeh, J Iran Chem Soc., 2014, 11, 27-33. | ||
آمار تعداد مشاهده مقاله: 2,331 تعداد دریافت فایل اصل مقاله: 1,876 |