پیوندهای مفید
اخبار و اعلانات
آمار
| تعداد نشریات | 48 |
| تعداد شمارهها | 1,242 |
| تعداد مقالات | 10,688 |
| تعداد مشاهده مقاله | 21,874,015 |
| تعداد دریافت فایل اصل مقاله | 14,703,055 |
Reusable Silica supported Perchloric acid and potassium bisulphate as green catalysts for thiocyanation of aromatic compounds under solvent free conditions | ||
| Iranian chemical communication | ||
| مقاله 103، دوره 5، Issue 3, pp. 237-363, Serial No. 16، مهر 2017، صفحه 352-363 اصل مقاله (1.44 M) | ||
| نوع مقاله: Original Research Article | ||
| نویسندگان | ||
| Chinna Rajanna Kamatala* 1؛ Hemanth Sriram Y.2؛ Satish Kumar Mukka3؛ Venkateswarlu Marri4؛ Touheeth Fatima5؛ Sai Sudhakar Mukka6؛ Madhusudan Raju R.7 | ||
| 1Department of Chemistry, Osmania University, Hyderabad (T.S)-500007 India | ||
| 2Department of Chemistry Osmania University Hyederabad -(T.S) 500007 India | ||
| 3Department of Chemistry Osmania University Hyderabad-(T.S) India | ||
| 4Department of Chemistry Osmania Univerity Hyderabad-(T.S) India | ||
| 5Department of Chemistry Osmania University Hyderabad -(T.S) India | ||
| 6School of Chemistry BITS, Pilani, Hyderabad | ||
| 7Department of Chemistry Osmania University Hyderabad-T.S India | ||
| چکیده | ||
| Reusable silica supported perchloric acid and potassium bisulphate have been prepared and explored as green catalysts for thiocyanation of aromatic compounds under conventional and solvent free microwave assisted conditions. The microwave assisted protocol exhibited remarkable rate accelerations and offered selective thiocyanation of aromatic and hetero aromatic compounds in good yields. Reaction times observed in conventional methods range of 2.0 to 6.0 hours, which reduced to only few minutes (1 to 3 min) in microwave assisted reactions. The developed protocols are also promising and comparable with the existing procedures. Prepared catalysts could be easily recycled for five time with a reproducible efficiency. | ||
| کلیدواژهها | ||
| Silica supported Potassium bisulfate؛ silica supported HClO4؛ ammonium thiocyanate؛ selective thiocyanation؛ solvent free microwave assisted reactions؛ rate accelerations | ||
| مراجع | ||
|
[1] S. Rezayati, F. S. Farahani, Z. Hossaini, R. Hajinasiri, S. A. Sharif Abad, Comb. Chem.High.Through. Screen. 2016, 19, 720-727
[2] K. Wilson, J.H. Clark, Pure Appl. Chem, 2000, 72, 1313-1319.
[3] S. Sajjadifar, S. Karimian, H. Noorizadeh, H. Veisi, Journal of Catalysts, 2013, 2013, Article ID 723903, http://dx.doi.org/10.1155/2013/723903
[4] L.Wu, C. Yang, C. Zhang, L. Yang, Lett. Org. Chem, 2009, 6, 234-236.
[5] S. Rostamizadeh, N. Shadjou, A.M. Amani, S. Balalaie, Chinese Chem. Lett, 2008, 19, 1151-1155.
[6] G.W. Breton, J. Org. Chem, 1997, 62, 8952- 8954.
[7] C. Ramesh, J. Banerjee, R. Pal, B. Das, Adv. Synth. Catal, 2003, 354, 557-559.
[8] M. Kaur, S. Sharma, P.M.S. Bedi, Chinese J. Catal, 2015, 36, 520–549 and references cited therein.
[9] A.T. Khan, T. Parvin, L.H. Choudhury, Synthesis, 2006, 2497-2502.
[10] A.T. Khan, L.H. Choudhury, S. Ghosh. J. Mol. Cat. A: Chemical, 2006, 255, 230–235.
[11] V.T. Kamble, V.S. Jamode, N.S. Joshi, A.V. Biradar, R.Y. Deshmukh, Tetrahedron Lett, 2006, 47, 5573–5576.
[12] M.A. Bigdeli, M.M. Heravi, G.H. Mahdavinia, J. Mol. Cat. A: Chemical, 2007, 275, 25–29
[13] M. Narasimhulu, T. Srikanth Reddy, K. Chinni Mahesh, P. Prabhakar, Ch. Bhujanga Rao, Y. Venkateswarlu, J. Mol. Cat. A: Chemical, 2007, 266, 114–117.
[14] B. Das, K. Damodar, N. Chowdhury, R. Aravind Kumar, J. Mol. Cat. A: Chemical, 2007, 274, 148–152.
[15] L.Q. Wu, Y.F. Wu, C.G. Yang, L.M. Yang, L.J. Yang, J. Braz. Chem. Soc, 2010, 211, 941-945 and references cited therein.
[16] G. Agnihotri, A.K. Misra, Tetrahedron Lett, 2006, 47, 3653.
[17] S. Rudrawar, R.C. Besra, A.K. Chakraborti, Synthesis, 2006, 2767.
[18] A. Agarwal, S. Rani, Y.D. Vankar, J. Org. Chem, 2004, 69, 6137.
[19] H.R. Shaterian, F. Shahrekipoor, M. Ghashang, J. Mol. Catal. A: Chemical, 2007, 272, 142–151.
[20] S. Pathak, K. Debnath, A. Pramanik, Beilstein J. Org. Chem., 2013, 9, 2344–2353.
[21] G. Mukut, J.H. van Tonder, B.C.B. Benzuidenhoudt, Iran. J. Chem. Chem. Eng, 2015, 34, 11-17.
[22] (a). J.L. Wood, Organic Reactions, New York: Wiley, 1967, 3, 240–266; (b). T.R. Kelly, M.H. Kim, A.D.M. Certis, J. Org. Chem, 1993, 58, 5855.
[23] R.G. Guy, In: S. Patai (Ed.), The Chemistry of Cyanates and their Thio Derivatives, Edited by John Wiley & Sons, New York, USA, 1977.
[24] J.S. Yadav, B.V.S. Reddy, S. Shubashree, K. Sadashiv, Tetrahedron Lett, 2004, 45, 2951-2954.
[25] (a) R. Riemschneider, J. Am Chem Soc, 1956, 78, 844; (b). R. Riemschneider, F. Wojahn. G. Orlick, J. Am. Chem. Soc., 1951, 73, 5905-5907.
[26] Z.H. Zhang, L.S. Liebeskind, Org. Lett, 2006, 8, 4331-4333.
[27] (a) T. Billard, B.R. Langlois, M. Medebielle, Tetrahedron Lett., 2001, 42, 3463-3465; (b). T. Nguyen, M. Rubinstein, C. Wakselman, J. Org. Chem, 1981, 46, 1938-1940; (c). P. A. Grieco, Y. Yokoyama, E. Williams, J. Org. Chem, 1978, 43, 1283-1285.
[28] Y.T. Lee, S.Y. Choi, Y.K. Chung, Tetrahedron Lett, 2007, 48, 5673-5677.
[29] D.L. Mackinnon, P.A. Farrel, Environ. Toxicol. Chem, 1992, 11, 1541–1548.
[30] G.M. Rajendra, L. Jinfang, C. Andreas, F.T. Cathy, H. Min. Micheal, Y. Clarissa, G.M.P. John, C.M. Richard, M. M. Robert, Carsinogenesis. 1995, 16, 399–412.
[31] (a). Wu. Guaili, Liu. Qiang, Shen. Yinglin, Wu. Wentao, Wu. Longmin, Tetrahedron Lett, 2006, 46, 5831–5834; (b). A. Khazaei, M.A. Zolfigol, M. Mokhlesi, F.D. Panah, S. Sajjadifar, Helvetica Chimica Acta, 2012, 95, 106; (c). S. Sajjadifar, O. Louie, Journal of Chemistry, 2013, 6, Article ID 674946; (d). M. Chakrabarty, S. Sarkar, Tetrahedron Lett, 2003, 44, 8131–8133; (e) V. Nair, T.G. George, L.G. Nair, S.B. Panicker, Tetrahedron Lett. 1999, 40, 1195-1196; (f). U.S. Mahajan, K.G. Akamanchi, Syn. Comm, 2009, 39, 2674–2682.
[32] (a). B. Akhlaghinia, A.R. Pourali, M. Rahmani, Syn. Comm, 2012, 42, 1184–1191; (b) S. Sajjadifar, S. Karimian, H. Noorizadeh, H. Veisi, J. Catalysts., 2013, 7, Article ID 723903; (c) D. Khalili, Chinese Chem. Lett, 2015, 26, 547–552; (d) B. Mokhtari, R. Azadi, S. Rahmani-Nezhad, Tetrahedron Lett, 2009, 50, 6588–6589; (e). M.A. Zolfigol, A. Khazaei, M. Mokhlesi, H.Vahedi, S. Sajjadifar, M. Pirveysian, Phosp. Sulf. Silicon. Relat. Elem., 2012, 187, 295–304; (f). R.G.R. Bacon, R.G. Guy, J Chem Soc, 1960, 318–324.
[33] (a). X.Q. Pan, M.Y. Lei, J.P. Zou, W. Zhang, Tetrahedron Lett, 2009, 50, 347–349; (b). Kobra Nikoofar, Samareh Gorji, Phosphorus Sulfur and Silicon Relat. Elem, 2015, 190, 1138–1145; (c). Y.L.N. Murthy, B. Govindh, B.S. Diwakar, K. Nagalakshmi, R. Venu, J. Iran. Chem. Soc, 2011, 8, 292–297; (c). J.S. Yadav, B.V.S. Reddy, A.D. Krishna, Ch.S. Reddy, A. Narsaish, Synthesis, 2005, 961–964; (d). B. Das, A. Satya Kumar, Syn. Comm, 2010, 40, 337–341; (e). M.A. Karimi Zarchi, R. Banihashemi, Journal of Sulfur Chem, 2014, 35, 458–469.
[34] (a) N. Iranpoor, H. Firouzabadi, R. Azadi, Tetrahedron Lett, 2006, 47, 5531–5534; (b) N. Iranpoor, H. Firouzabadi, D. Khalili, R. Shahin, Tetrahedron Lett, 2010, 51, 3508–3510; (c). L.Wu, S.C. Liqiang, X. Wang, F. Yan, Phosphorus, Sulfur and Silicon Relat. Elem, 2011, 186, 304–310; (d) Y. Kita, T. Takada, S. Mihara, B.A. Whelan, H. Tohma, J. Org. Chem, 1995, 60, 7144-7148.
[35] (a). S. Jana, Shouvik Chattopadhyay, Inorganic Chem. Comm, 2013, 35, 160–163; (b). L. Fotouhi, K. Nikoofar, Tetrahedron Letters, 2013, 54, 2903–2905; (c). P. Krishnan, V.G. Gurjar, J Appl. Electro. Chem, 1995, 25, 792–796; (d). V.A. Kokorekin, V.L. Sigacheva, V.A. Petrosyan, Tetrahedron Letters, 2014, 255, 4306–4309; (e). A. Gitkis, J.Y. Becker, J Electro anal. Chem, 2006, 593, 29–33; (f). A. Gitkis, J.Y. Becker, Electro chem. Acta., 2010, 55, 5854–5859.
[36] (a) V. Sudhakar Chary, G. Krishnaiah, M. Satish Kumar, K.C. Rajanna, Phosphorus Sulfur and Silicon Relat. Elem, 2015, 190, 1146–1153.; (b) N. Venkatesham, K. Rajendar Reddy, K.C. Rajanna, P. Veerasomaiah, J. Sulfur Chem, 2014, 35, 606–612.
[37] I.P. Beletskaya, A.S. Sigeev, A.S. Peregudov, P. Petrovskii, Mendeleev Commun., 2006, 16, 250-251.
[38] (a) E.R. Nezhad, S. Karimian, S. Sajjadifar, Journal of Sciences, Islamic Republic of Iran., 2015, 26(3), 233 – 240.;(b) M. Barbero, I. Degani, N. Diulgheroff, S. Dughera, R. Fochi, Synthesis, 2001, 585-590.
[39] Z.N. Siddiqui., Arabian J. Chem., 2015,( In Press),
doi.org/10.1016/j.arabjc.2015.06.013
[40] (a). F.C. Küpper, M.C. Feiters, B. Olofsson, T. Kaiho, S. Yanagida, M.B. Zimmermann, L.J. Carpenter, G.W. Luther, Z. Lu, M. Jonsson, L. Kloo, Angew. Chem. Int. Ed., 2011, 50, 11598–11620; (b). Y. Sulfab, J. Inorg. Nucl. Chem, 1976, 38, 2271-2274; (c). Y. Sulfab, A.L. Abu-Shadi, Inorg. Chem. Acta, 1977, 21, 115; (d). Y. Kasim, Y. Sulfab, Inorg. Chem. Acta, 1977, 24, 247; (e). F.R. El-Eziri, Y. Sulfab, Inorg.Chem. Acta, 1977, 25, 15.
[41] (a) P. Anastas, J. Warner, In Green Chemistry: Theory and Practice; Oxford University Press: New York, 1998; (b). V. Polshettiwar, R.S. Varma, Chem. Soc. Rev, 2008, 37, 1546; (c) M. Kidwai, Pure Appl. Chem., 2001, 73, 147.
[42] P. Lidström, J. Tierney, B. Wathey, J. Westman, Tetrahedron, 2001, 5, 9225–9283.
[43] (a). R.S. Varma, Green Chem, 1999, 1, 43–55; (b) P. Vivek, R.S. Varma, Chem. Res, 2008, 41, 629–639.
[44] C. Oliver Kappe, Angew. Chem. Int. Ed, 2004, 43, 6250–6284.
[45] C.R. Strauss, R.W. Trainor, Aust. J. Chem, 1995, 48, 1665–1692. | ||
|
آمار تعداد مشاهده مقاله: 1,990 تعداد دریافت فایل اصل مقاله: 1,345 |
||