Login Register Cart 0
Generic placeholder image

Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Back
Journal Home About Journal Editorial Board Journal Insight Current Issue Volumes/Issues
Subscribe
Letter Article

β-CD/Lewis Acid Dual Catalytic System for Efficient Synthesis of Pyranopyrazoles in Aqueous Environment

Author(s): Aaftaab Sethi and Mallika Alvala*

Volume 20, Issue 7, 2023

Published on: 17 January, 2023

Page: [585 - 595] Pages: 11

DOI: 10.2174/1570178620666221122121021

Price: $65

Abstract

A series of pyranopyrazoles were synthesized via a one-pot four-component approach. The reaction was catalyzed by a β-CD/Yb(OTf)3 dual catalytic system. The protocol demonstrated offers several advantages such as short reaction times, excellent yields, good functional group tolerance, ambient and environmentally benign conditions, scalability and simple purification. Such dual catalytic systems are an attractive alternative to regular catalysts and can be further explored for a diverse set of reactions.

Next »
Graphical Abstract

[1]
Npic. Fipronil General Fact Sheet 2020. Available from: http://npic.orst.edu/factsheets/fipronil.html (Accessed on: Oct 7, 2020).
[2]
Scotter, M.J. Colour Additives for Foods and Beverages; Elsevier Ltd, 2015.
[http://dx.doi.org/10.1016/C2013-0-16427-6]
[3]
Hatzimouratidis, K. Clin. Interv. Aging, 2006, 1(4), 403-414.
[http://dx.doi.org/10.2147/ciia.2006.1.4.403]
[4]
Talcott, P.A.; Gwaltney-Brant, S.M. Small Animal Toxicology, 3rd ed; Elsevier Inc., 2012, pp. 687-708.
[http://dx.doi.org/10.1016/B978-1-4557-0717-1.00065-X]
[5]
Gaertner, J.; Stamer, U.M.; Remi, C.; Voltz, R.; Bausewein, C.; Sabatowski, R.; Wirz, S.; Müller-Mundt, G.; Simon, S.T.; Pralong, A.; Nauck, F.; Follmann, M.; Radbruch, L.; Meißner, W. Palliat. Med., 2017, 31(1), 26-34.
[http://dx.doi.org/10.1177/0269216316655746]
[6]
Samat, A.; Tomlinson, B.; Taheri, S.; Thomas, G. Recent Adv. Cardiovasc. Drug Discov., 2008, 3(3), 187-193.
[http://dx.doi.org/10.2174/157489008786264014] [PMID: 18991793]
[7]
Faria, J.V.; Vegi, P.F.; Miguita, A.G.C.; dos Santos, M.S.; Boechat, N.; Bernardino, A.M.R. Bioorg. Med. Chem., 2017, 25(21), 5891-5903.
[http://dx.doi.org/10.1016/j.bmc.2017.09.035] [PMID: 28988624]
[8]
Gewali, M.B.; Tezuka, Y.; Banskota, A.H.; Ali, M.S.; Saiki, I.; Dong, H.; Kadota, S. Org. Lett., 1999, 1(11), 1733-1736.
[http://dx.doi.org/10.1021/ol990260p] [PMID: 10836033]
[9]
Aslam, N.; White, J.M.; Zafar, A.M.; Jabeen, M.; Ghafoor, A.; Sajjid, N.; Noreen, S.; Khan, M.A. J. Org. Chem., 2018, 6, 139-203.
[http://dx.doi.org/10.24820/ark.5550190.p010.622]
[10]
Reddy, G.M.; Garcia, J.R.; Zyryanov, G.V.; Sravya, G.; Reddy, N.B. Bioorg. Chem., 2019, 82, 324-331.
[http://dx.doi.org/10.1016/j.bioorg.2018.09.035] [PMID: 30415166]
[11]
Shahbazi, S.; Ghasemzadeh, M.A.; Shakib, P.; Zolfaghari, M.R.; Bahmani, M. Polyhedron, 2019, 170, 172-179.
[http://dx.doi.org/10.1016/j.poly.2019.04.063]
[12]
Mandha, S.R.; Siliveri, S.; Alla, M.; Bommena, V.R.; Bommineni, M.R. Med. Chem. Lett., 2012, 22(16), 5272-5278.
[http://dx.doi.org/10.1016/j.bmcl.2012.06.055] [PMID: 22818081]
[13]
Kumar, A.; Lohan, P.; Aneja, D.K.; Gupta, G.K.; Kaushik, D.; Prakash, O. Eur. J. Med. Chem., 2012, 50, 81-89.
[http://dx.doi.org/10.1016/j.ejmech.2012.01.042] [PMID: 22357113]
[14]
Aliabadi, R.S.; Mahmoodi, N.O. RSC Advances, 2016, 6(89), 85877-85884.
[http://dx.doi.org/10.1039/C6RA17594E]
[15]
Nagarajan, A.S.; Reddy, B.S.R. Synlett, 2009, 2009(12), 2002-2004.
[http://dx.doi.org/10.1055/s-0029-1217526]
[16]
Koohshari, M.; Dabiri, M.; Salehi, P. RSC Advances, 2014, 4(21), 10669-10671.
[http://dx.doi.org/10.1039/c3ra47639a]
[17]
Chavan, H.V.; Babar, S.B.; Hoval, R.U.; Bandgar, B.P. Bull. Korean Chem. Soc., 2011, 32(11), 3963-3966.
[http://dx.doi.org/10.5012/bkcs.2011.32.11.3963]
[18]
Javid, A.; Khojastehnezhad, A.; Eshghi, H.; Moeinpour, F.; Bamoharram, F.F. Ebrahimi. J. Org. Prep. Proced. Int., 2016, 48(5), 377-384.
[http://dx.doi.org/10.1080/00304948.2016.1206424]
[19]
Lehmann, F.; Holm, M.; Laufer, S. J. Comb. Chem., 2008, 10(3), 364-367.
[http://dx.doi.org/10.1021/cc800028m] [PMID: 18407695]
[20]
Wu, M.; Feng, Q.; Wan, D. Ma. J. Synth. Commun., 2013, 43(12), 1721-1726.
[http://dx.doi.org/10.1080/00397911.2012.666315]
[21]
Mamaghani, M.; Hossein Nia, R. Polycycl. Aromat. Compd., 2019, 2019, 223-291.
[http://dx.doi.org/10.1080/10406638.2019.1584576]
[22]
Mishra, M.; Jomon, K.J.; Krishnan, V.R.S.; Nizam, A. Sci. Rep., 2020, 10(1), 14342.
[http://dx.doi.org/10.1038/s41598-020-70665-z] [PMID: 32868818]
[23]
Abbasi, M. J. Chin. Chem. Soc., 2017, 64(8), 896-917.
[http://dx.doi.org/10.1002/jccs.201600887]
[24]
Chate, A.V.; Kamdi, S.P.; Bhagat, A.N.; Sangshetti, J.N.; Gill, C.H. Synth. Commun., 2018, 48(13), 1701-1714.
[25]
Kobayashi, S.; Hachiya, I. J. Org. Chem., 1994, 59(13), 3590-3596.
[http://dx.doi.org/10.1021/jo00092a017]
[26]
Rani, D.; Sethi, A.; Kaur, K.; Agarwal, J. J. Org. Chem., 2020, 85(15), 9548-9557.
[http://dx.doi.org/10.1021/acs.joc.0c00420] [PMID: 32672959]

Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy