JOURNAL BROWSE
Search
Advanced SearchSearch Tips
On Water CuSO4. 5H2O-catalyzed Synthesis of 2-amino-4H-chromenes
facebook(new window)  Pirnt(new window) E-mail(new window) Excel Download
 Title & Authors
On Water CuSO4. 5H2O-catalyzed Synthesis of 2-amino-4H-chromenes
Behbahani, Farahnaz Kargar; Maryam, Sadeghi;
  PDF(new window)
 Abstract
Sustainable development is a balance between environment and development. Sustainable development requires sustainable supplies of clean, affordable, and renewable energy sources that do not cause negative impact to the society. This article introduces a green chemistry method to synthesize 2-amino-4H-chromenes that reduces or eliminates the use and generation of hazardous substances in the design, manufacture, and application of chemical products. This method is described using copper (II) sulfate pentahydrate, as a green and reusable catalyst on water. The products were obtained at very good yields, short reaction time, and at lower cost than other reported procedures.
 Keywords
Green chemistry;Water;Chromene;;Synthesis;
 Language
English
 Cited by
1.
Synthesis of 1,2,3,4-Tetrahydroquinolines Using AlCl3 in Aqua Mediated,;;

대한화학회지, 2014. vol.58. 1, pp.44-48 crossref(new window)
1.
Ultrasound irradiation for the green synthesis of chromenes using l-arginine-functionalized magnetic nanoparticles as a recyclable organocatalyst, RSC Adv., 2014, 4, 79, 42220  crossref(new windwow)
2.
SBA-15@methenamine-HPA: a novel, simple, and efficient catalyst for one-pot three-component synthesis of 2-amino-4H-chromene derivatives in aqueous medium, Research on Chemical Intermediates, 2017, 43, 10, 5467  crossref(new windwow)
3.
The chemical reactivity of naphthols and their derivatives toward α-cyanocinnamonitriles and ethyl α-cyanocinnamates: A review of synthesis, reactions and applications of naphthopyrano, European Journal of Chemistry, 2013, 4, 4, 467  crossref(new windwow)
4.
One-pot synthesis of some 2-amino-4H-chromene derivatives using triethanolamine as a novel reusable organocatalyst under solvent-free conditions and its application in electrosynthesis of silver nanoparticles, Russian Journal of General Chemistry, 2017, 87, 5, 1064  crossref(new windwow)
5.
Nano polypropylenimine dendrimer (DAB-PPI-G1): as a novel nano basic-polymer catalyst for one-pot synthesis of 2-amino-2-chromene derivatives, RSC Adv., 2015, 5, 54, 42997  crossref(new windwow)
6.
Synthesis of 1,2,3,4-Tetrahydroquinolines Using AlCl3in Aqua Mediated, Journal of the Korean Chemical Society, 2014, 58, 1, 44  crossref(new windwow)
7.
One-pot Synthesis of 2-Amino-2-chromene and 2-Amino-3-cyano-4H-pyran Derivatives Promoted by Potassium Fluoride, Organic Preparations and Procedures International, 2015, 47, 5, 368  crossref(new windwow)
8.
Efficient and Green Preparation of 2-Amino-4H-chromenes by a Room-Temperature, Na2CO3-Catalyzed, Three-Component Reaction of Malononitrile, Benzaldehydes, and Phloroglucinol or Resorcinol in Aqueous Medium, Synthetic Communications, 2015, 45, 13, 1546  crossref(new windwow)
9.
Synthesis of 2-amino-3-cyano 4-H-chromenes containing quinoline in water: computational study on substituent effects, Journal of the Iranian Chemical Society, 2017, 14, 4, 823  crossref(new windwow)
 References
1.
Anastas, P. T.; Warner, J. C. Green Chemistry: Theory and Practice; Oxford University Press: Oxford, 1998.

2.
Li, C. J.; Chang, T. H. Organic Reactions in Aqueous Media; John Wiley: New York, 1997.

3.
Grieco, P. A. Organic Synthesis in Water; Blackie Academic and Professional: London, 1998.

4.
Zhao, Y.; Ge, Z. M.; Cheng, T. M.; Li, R. T. Synlett. 2007, 10, 1529.

5.
Kobayashi, S.; Manabe, K. Acc. Chem. Res. 2002, 35, 209. crossref(new window)

6.
Tanaka, K.; Toda, F. Chem. Rev. 2000, 100, 1025. crossref(new window)

7.
Fringuelli, F.; Pizzo, F.; Vaccarol, L. Tetrahedron Lett. 2001, 42, 1131. crossref(new window)

8.
Fringuelli, F.; Piermatti, O.; Pizzo, F.; Vaccarol, L. Curr. Org. Chem. 2003, 7, 1661. crossref(new window)

9.
Fringuelli, F.; Pizzo, F.; Tortoioli, S.; Vaccarol, L. J. Org Chem. 2003, 68, 8248. crossref(new window)

10.
Fringuelli, F.; Taticchi, A. The Diels−Alder Reaction. Selected Practical Methods; Wiley: Chichester, 2002.

11.
Amantin, D.; Fringuelli, F.; Pizzo, F.; Vaccarol, L. J. Org Chem. 2001, 66, 4463. crossref(new window)

12.
Khan, A. T.; Lokman, H.; Choudhury, L. H.; Ghosh, S. Tetrahedron Lett. 2004, 45, 7891. crossref(new window)

13.
Akhlaghinia, B.; Tavakoli, S. Synthesis 2005, 1775.

14.
Asadolah, K.; Heravi, M. M. Monatshefte. Chem. 2007, 138, 867. crossref(new window)

15.
Heravi, M. M.; Taheri, S.; Bakhtiari, K.; Oskooie, H. A. Monatsh. Chem. 2006, 37, 1075.

16.
Heravi, M. M.; Taheri, S.; Bakhtiari, K.; Oskooie, H. A. Catal. Commun. 2007, 8, 211. crossref(new window)

17.
Liao, M.; Wang, J. Tetrahedron Lett. 2006, 47, 8859. crossref(new window)

18.
Yadav, J. S.; Subba Reddy, B. V.; Reddy, G. M.; Narasimha Chary, D. Tetrahedron Lett. 2007, 48, 8773. crossref(new window)

19.
Lee, B.-Y.; Park, S. R.; Baejeon, H.; SooKim, K. Tetrahedron Lett. 2006, 47, 5105. crossref(new window)

20.
Sun, W.; Cama, L. J.; Birzin, E. T.; Warrier, S.; Locco, L.; Mosley, R.; Hammond, M. L.; Rohrer, S. P. Bioorg. Med. Chem. Lett. 2006, 16, 1468. crossref(new window)

21.
Stachulski, A. V.; Berry, N. G.; Low, A. C. L.; Moores, S.; Row, E.; Warhurst, D. C.; Adagu, I. S.; Rossignol, J. F. J. Med. Chem. 2006, 49, 1450. crossref(new window)

22.
Garino, C.; Bihel, F.; Pietrancosta, N.; Laras, Y.; Quelever, G.; Woo, I.; Klein, P.; Bain, J.; Boucher, J. L.; Kraus, J. L. Bioorg. Med. Chem. Lett. 2005, 15, 135. crossref(new window)

23.
Simone, R. W. D.; Currie, K. S.; Mitchell, S. A.; Darrow, J. W.; Pippin, D. A. Comb. Chem. High Throughput Screen. 2004, 7, 473. crossref(new window)

24.
Patchett, A. A.; Nargund, R. P. Annu. Rep. Med. Chem. 2000, 35, 289. crossref(new window)

25.
Bonsignore, L.; Loy, G.; Secci, D.; Calignano, A. Eur. J. Med. Chem. 1993, 28, 517. crossref(new window)

26.
Foye, W. O. Prinicipidi ChemicoFarmaceutica; Piccin: Padova, PD, 1991; p 416.

27.
Skommer, J.; Wlodkowic, D.; Matteo, M.; Pelkonen M. E. J. Leukemia Res. 2006, 30, 322. crossref(new window)

28.
Kemnitzer, W.; et al. Bioorg. Med. Chem. Let. 2005, 15, 4745. crossref(new window)

29.
Ballini, R.; Bosica, G.; Conforti, M. L.; Maggi, R.; Mazzacanni, A.; Righi, P.; Sartori, G. Tetrahedron 2001, 57, 1395. crossref(new window)

30.
Jin, T. S.; Xiao, J. C.; Wang, S. J.; Li, T. S. Ultrason Sonochem. 2004, 11, 393.

31.
Ballini, R.; Bigi, F.; Conforti, M. L. Catal. Today 2000, 60, 305. crossref(new window)

32.
Wang, X.; Shi, D.; Tu, S. Synth. Commun. 2004, 34, 509. crossref(new window)

33.
Kumar, B. S.; Srinivasulu, N.; Udupi, R.; Rajitha, B.; Reddy, Y. T.; Reddy, P. N.; Kumar, P. Russ. J. Org. Chem. 2006, 42, 1813. crossref(new window)

34.
Shestopalov, A. M.; Emelianova, Y. M.; Nesterov, V. N. Russ. Chem. Bull. 2002, 51, 2238. crossref(new window)

35.
Maggi, R.; Ballini, R.; Sartori, G. Tetrahedron Lett. 2004, 45, 2297. crossref(new window)

36.
Kumar, D.; Reddy, V. B.; Mishra, B. K.; Rana, G. R.; Mallikarjuna, N.; Nadagouda, R.; Varma S. Tetrahedron 2007, 45, 2297.

37.
Heravi, M. M.; Bakhtiari, Kh.; Zadsirjan,V.; Bamoharram, F. F.; Heravi, M. O. Bioorg. Med. Chem. Lett. 2007, 17, 4262. crossref(new window)

38.
Gong, K.; Wang, H. L.; Fang Liu, Z. L. Catal. Commun. 2008, 9, 650. crossref(new window)

39.
Ren, Y. M.; Cai, C.H. Catal. Commun. 2008, 9, 1017. crossref(new window)

40.
Balalaie, S.; Ramezanpour, S.; Bararjanian, M.; Gross, J. H. Synth. Commun. 2008, 38, 1078. crossref(new window)

41.
Naimi-Jamal, M. R.; Mashkouri, S.; Sharifi, A. Mol. Divers. 2010, 14, 473. crossref(new window)

42.
Behbahani, F. K.; Yektanezhad, T.; Khorrami, A. R. Heterocycles 2010, 81, 2313. crossref(new window)

43.
Behbahani, F. K.; Ziaei, P.; Fakhroueian, Z.; Doragi, N. Monatsh. Chem. 2011, 142, 901. crossref(new window)

44.
Heravi, M. M.; Daraie, M.; Behbahani, F. K.; Malakooti, R. Synth. Commun. 2010, 40, 1.

45.
Behbahani, F. K.; Doragi, N.; Heravi, M. M. Synth. Commun. 2012, 42, 705. crossref(new window)

46.
Behbahani, F. K.; Homafar, M. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 2012, 42, 291-295. crossref(new window)

47.
Khurana, J. M.; Nand, B.; Saluja, P. Tetrahedron 2010, 66, 5637. crossref(new window)

48.
Wang, X. S.; Yanga, G. S.; Zhao, G. Tetrahedron 2008, 19, 709. crossref(new window)

49.
Mehadi, M.; Fakher, C.; Mansour, S. Heterocyclic Commun. 2005, 11, 139.

50.
Latif, A.; Fahim, F. Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 1990, 29, 664.

51.
Heravi, M. M.; Baghernejad, B.; Oskooie, H. A. J. Chinese Chem. Soc. 2008, 55, 659.