European Journal of Chemistry

Potassium hydrogen sulfate: An efficient catalyst in organic reactions



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Bita Baghernejad

Abstract

Potassium hydrogen sulfate, KHSO4, has been used in many organic preparations as a good solid catalyst. The KHSO4 has received considerable attention since it is an inexpensive, eco-friendly, highly reactive, easy to handle and non-toxic catalyst for various organic transformations, affording the corresponding products in excellent yields with high selectivity. We wish to report some applications of this catalyst in organic reactions.

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Baghernejad, B. Potassium Hydrogen Sulfate: An Efficient Catalyst in Organic Reactions. Eur. J. Chem. 2012, 3, 125-128.

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References

[1]. Wang, B.; Gu, Y.; Luo, C.; Yang, T.; Yang, L.; Suo, J. Tetrahedron Lett. 2004, 45, 3369-3372.
http://dx.doi.org/10.1016/j.tetlet.2004.03.017

[2]. Corma, A.; Garcia, H. Catal. Today 1997, 38, 257-308.
http://dx.doi.org/10.1016/S0920-5861(97)81500-1

[3]. Sikdar, S. K.; Howell, S. G. J. Clean. Product. 1998, 6, 253-259.
http://dx.doi.org/10.1016/S0959-6526(98)00026-2

[4]. Sheldon, R. A.; Downing, R. S. Appl. Catal. A Gen. 1999, 189, 163-183.
http://dx.doi.org/10.1016/S0926-860X(99)00274-4

[5]. Sartori, G.; Ballini, R.; Bigi, F.; Bosica, G.; Maggi, R.; Righi, P. Chem. Rev. 2004, 104, 199-250.
http://dx.doi.org/10.1021/cr0200769
PMid:14719975

[6]. Thottumkara, A. P.; Bowsher, M. S.; Vinod, T. K. Org. Lett. 2005, 7, 2933-2936.
http://dx.doi.org/10.1021/ol050875o
PMid:15987173

[7]. Green, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, John Wiley, New York, 2nd Edn., 1991, pp. 175-221.

[8]. Cotelle, P.; Catteau, J. P. Tetrahedron Lett. 1992, 33, 3855-3858.
http://dx.doi.org/10.1016/S0040-4039(00)74803-9

[9]. Heravi, M. M.; Bakhtiari, K.; Taheri, S.; Oskooie, H. A. Green Chem. 2005, 7, 867-869.
http://dx.doi.org/10.1039/b510855c

[10]. Greene, T. W. Protective Groups in Organic Synthesis, Wiley, Interscience, New York, 1981, pp. 2.

[11]. Johnson, W. S.; Harbert, C. A.; Stipanovic, R. D. J. Am. Chem. Soc. 1968, 90, 5279-5280.
http://dx.doi.org/10.1021/ja01021a045

[12]. Huang, Z.; Zhang, M.; Wang, Y.; Qin, Y. Synlett. 2005, 1334-1336.

[13]. Arumugam, P.; Karthikeyan, G.; Perumal, P. T. Chem. Lett. 2004, 33, 1146-1147.
http://dx.doi.org/10.1246/cl.2004.1146

[14]. Kennedy, R. O.; Zhorenes, R. D. Coumarins: Biology, Applications and Mode of Action, John Wiley and Sons, Chichester, 1997.

[15]. Zabradnik, M. The Production and Application of Fluorescent Brightening Agents, John Wiley and Sons: New York, 1992.

[16]. Murray, R. D. H.; Mendez, J.; Brown, S. A. The Natural Coumarins: Occurrence, Chemistry and Biochemistry, John Wiley and Sons: New York, 1982.

[17]. Jinhua, Q.; Jishuan, S. J. Chem. Research 2005, 8, 486-491.

[18]. Greenhill, J. V.; Lue, l. In Progress in Medical Chemistry; Ellis, G. P., Luscombe, D. K. Eds.; Elsevier: New York, 1993, Vol. 3.

[19]. Arrinmayeh, H.; Nunes, A. M.; Ornstein, P. L.; Zimmerman, D. A.; Gackenheimer, S. L.; Bruns, R. F.; Hipskind, P. A.; Britton, T. C.; Cantrell, B. E. Gehlert, D. R. J. Med. Chem. 1998, 41, 2709-2719.
PMid:9667962

[20]. Nakano, H.; Inoue, T.; Kawasaki, N.; Miyataka, H.; matsumoto, H.; Taguchi, T.; Ingaki, N.; Nagai, H.; satoh, T. Bioorg. Med. Chem. 2000, 8, 373-380.
http://dx.doi.org/10.1016/S0968-0896(99)00291-6

[21]. Zaho, Z. S.; Arnaiz, D. O.; Griedel, B.; Sakata, S.; Dallas, J. L.; Whitlow, M.; Trinh, L.; Liang, A.; Morrissey, M. M.; Shaw, K. J. Bioorg. Med. Chem. Lett. 2000, 10, 963- 966.
http://dx.doi.org/10.1016/S0960-894X(00)00139-6

[22]. White, A. W.; Almassy, R.; Calvert, A. H.; Curtin, N. J.; Griffin, R. J.; Hostomsky, Z.; Maegley, K.; Newell, D. R.; Srinivasan, S.; Golding, B. T. J. Med. Chem. 2000, 43, 4084-4097.
http://dx.doi.org/10.1021/jm000950v
PMid:11063605

[23]. Zhu, Z.; Lippa, B.; Drach, J. C.; Townsend, L. B. J. Med. Chem. 2000, 43, 2430-2437.
http://dx.doi.org/10.1021/jm990290y
PMid:10882370

[24]. Ma, H.; Wang, Y.; Wang, A. Heterocycles 2006, 68, 1669-1673.
http://dx.doi.org/10.3987/COM-06-10785

[25]. Briegert, G.; Nestrick, T. J.; McCkenna, Ch. J. Org. Chem. 1969, 34, 3789-3790.
http://dx.doi.org/10.1021/jo01264a011

[26]. Adimurthy, S.; Ramachandraiah, G. Tetrahedron Lett. 2004, 45, 5251-5252.
http://dx.doi.org/10.1016/j.tetlet.2004.05.025

[27]. Larsen, R. D.; Corley, E. G.; King, A. O.; Carrol, J. D.; Davis, P.; Verhoeven, T. R.; Reider, P. J.; Labelle, M.; Gauthier, J. Y.; Xiang, Y. B.; Zamboni, R. J. J. Org. Chem. 1996, 61, 3398-3405.
http://dx.doi.org/10.1021/jo952103j

[28]. Roma, G.; Braccio, M. D.; Grossi, G.; Mattioli, F.; Ghia, M. Eur. J. Med. Chem. 2000, 35, 1021-1035.
http://dx.doi.org/10.1016/S0223-5234(00)01175-2

[29]. Kalluraya, B.; Sreenivasa, S. Farmaco. 1998, 53, 399-404.
http://dx.doi.org/10.1016/S0014-827X(98)00037-8

[30]. Selvam, N. P.; Saravanan, C.; Muralidharan, D.; Perumal, P. T. J. Hetero. Chem. 2006, 43, 1379-1382.

[31]. Heravi, M. M.; Oskooie, H. A.; Baghernejad, B. J. Chin. Chem. Soc. 2007, 54, 767-770.

[32]. Sundberg, R. J. Indoles, Academic Press, London, 1996.

[33]. Heravi, M. M.; Baghernejad, B.; Oskooie, H. A.; Hekmatshoar, R. Tetrahedron. Lett. 2008, 49, 6101-6103.
http://dx.doi.org/10.1016/j.tetlet.2008.08.012

[34]. Jaso, A.; Zarranz, B.; Aldana, I.; Monge, A. J. Med. Chem. 2005, 48, 2019-2025.
http://dx.doi.org/10.1021/jm049952w
PMid:15771444

[35]. Seitz, L. E.; Suling, W. J.; Reynolds, R. C. J. Med. Chem. 2002, 45, 5604-5606.
http://dx.doi.org/10.1021/jm020310n
PMid:12459027

[36]. Wu, Z.; Ede, N. J. Tetrahedron Lett. 2001, 42, 8115-8118.
http://dx.doi.org/10.1016/S0040-4039(01)01733-6

[37]. Katoh, A.; Yoshida, T.; Ohkanda, J. Heterocycles. 2000, 52, 911-920.
http://dx.doi.org/10.3987/COM-99-S61

[38]. Thomas, K. R. J.; Velusamy, M.; Lin, J. T.; Chuen, C. H.; Tao, Y. T. Chem. Mater. 2005, 17, 1860-1866.
http://dx.doi.org/10.1021/cm047705a

[39]. Dailey, S.; Feast, W. J.; Peace, R. J.; Sage, I. C.; Till, S.; Wood, E. L. J. Mater. Chem. 2001, 11, 2238-2243
http://dx.doi.org/10.1039/b104674h

[40]. Sascha, O.; Rudiger, F. Synlett 2004, 1509-1512.

[41]. Sessler, J. L.; Maeda, H.; Mizuno, T.; Lynch, V. M.; Furuta, H. J. Am. Chem. Soc. 2002, 124, 13474-13479
http://dx.doi.org/10.1021/ja0273750
PMid:12418900

[42]. Crossley, M. J.; Johnston, L. A. Chem. Commun. 2002, 1122-1123.
http://dx.doi.org/10.1039/b111655j
PMid:12122695

[43]. Heravi, M. M.; Baghernejad, B.; Oskooie, H. A.; Hekmatshoar, R. Tetrahedron. Lett. 2008, 49, 6101-6103.
http://dx.doi.org/10.1016/j.tetlet.2008.08.012

[44]. Mauzeral, D.; Westheimer, F. H. J. Am. Chem. Soc. 1955, 77, 2261-2264.
http://dx.doi.org/10.1021/ja01613a070

[45]. Klusa, V. Drugs. Fut. 1995, 20, 135-140.

[46]. Bretzel, R. G.; Bollen, C. C.; Maeser, E.; Federlin, K. F. Am. J. Kidney. Dis. 1993, 21, 53-64.

[47]. Bretzel, R. G.; Bollen, C. C.; Maeser, E.; Federlin, K. F. Drugs. Fut. 1992, 17, 465-469.

[48]. Boer, R.; Gekeler, V. Drugs. Fut. 1995, 20, 499-509.

[49]. Heravi, M. M.; Bakhtiari, K.; Oskooie, H. A. J. Chin. Chem. Soc. 2007, 54, 579-581.

[50]. Lounasmaa, M.; Tolvanen, A. Nat. Prod. Rep. 2000, 17, 175-192.
http://dx.doi.org/10.1039/a809402k
PMid:10821112

[51]. Zeng, X. F.; Ji, S. J.; Shen, S. S. Chin. J. Chem. 2007, 25, 1777-1782.
http://dx.doi.org/10.1002/cjoc.200790328

[52]. Xuezheng, L.; Shan, G.; Xinyu, Y.; Caihua, L.; Jianguo, Y. Yingyong Huagong 2006, 35, 177-180.

[53]. Kapoor, K. K.; Ganai, B. I.; Kumar, S.; Andotra, C. S. Synth. Commun. 2006, 36, 2727-2735.
http://dx.doi.org/10.1080/00397910600764766

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Research Council of Payame Noor University, Ramsar, IR19569, Iran
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