European Journal of Chemistry

A microwave-assisted synthesis of 3,4-dihydropyrimidin-2(1H)-one/thione derivatives using nanocrystalline MgFe2O4 as catalyst



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Chandrashekhar Arunrao Ladole
Nilesh Govindrao Salunkhe
Ravindra Sakharam Bhaskar
Anand Shankarrao Aswar

Abstract

3,4-Dihydropyrimidin-2(1H)-one/thione derivatives were synthesized in moderate to high yields via one-pot three component Biginelli reaction of aldehydes, ethyl acetoacetate and urea/thiourea in the presence of nanocrystalline MgFe2O4 as an efficient catalyst, in microwave irradiation under solvent free condition. This protocol offers several advantages including good yields of products, short reaction time and easy work-up procedure.

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Ladole, C. A.; Salunkhe, N. G.; Bhaskar, R. S.; Aswar, A. S. A Microwave-Assisted Synthesis of 3,4-Dihydropyrimidin-2(1H)-One Thione Derivatives Using Nanocrystalline MgFe2O4 As Catalyst. Eur. J. Chem. 2014, 5, 122-126.

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References

[1]. Dondoni, A.; Massi, A. Acc. Chem. Res. 2006, 39, 451-463.
http://dx.doi.org/10.1021/ar068023r

[2]. Aron, Z. D.; Overman, L. E. Chem. Commun. 2004, 3, 253-265.
http://dx.doi.org/10.1039/b309910e

[3]. Patil, A. D.; Kumar, N. V.; Kokko, W. C.; Bean, M. F.; Freyer, A. J.; Debrosse, C. J. Org. Chem. 1995, 60 (5), 1182-1188.
http://dx.doi.org/10.1021/jo00110a021

[4]. Peng, J.; Deng, Y. Tetrahedron Lett. 2001, 42, 5917-5919.
http://dx.doi.org/10.1016/S0040-4039(01)01139-X

[5]. Tu, S.; Zhu, X.; Fang, F.; Zhang, X.; Zhu, S.; Li, T.; Shi, D.; Wang, X.; Ji, S. Chin. J. Chem. 2005, 23(5), 596-598.
http://dx.doi.org/10.1002/cjoc.200590596

[6]. Rajanarendar, E.; Ramesh, P.; Mohan, G.; Kalyan R. E. J. Het. Chem. 2007, 44(2), 483-486.
http://dx.doi.org/10.1002/jhet.5570440235

[7]. Su, W.; Li, J.; Zheng, Z.; Shen, Y. Tetrahedron Lett. 2005, 46(36), 6037-6040.
http://dx.doi.org/10.1016/j.tetlet.2005.07.021

[8]. Janardhan, B.; Rajitha, B.; Crooks, P. A. J. Saudi Chem. Soc. 2012, inpress, DOI: 10.1016/j.jscs.2012.10.007.
http://dx.doi.org/10.1016/j.jscs.2012.10.007

[9]. Khabazzadeh, H.; Saidi, K.; Sheibani, H. Bioorg. Med. Chem. Lett. 2008, 18, 278-280.
http://dx.doi.org/10.1016/j.bmcl.2007.10.087

[10]. Reddy, M. M. B.; Siddaramanna, A.; Siddappa, A. B.; Thimmanna, C. G.; Pasha M. A. Chin. J. Chem. 2011, 29, 1863-1868.
http://dx.doi.org/10.1002/cjoc.201180325

[11]. Salim, S. D.; Akamanchi, K. G. Catal. Commun. 2011, 12, 1153-1156.
http://dx.doi.org/10.1016/j.catcom.2011.02.018

[12]. Reetz, M. T.; Breinbauer, R.; Wanninger, K. Tetrahedron Lett. 1996, 37(26), 4499-4502.
http://dx.doi.org/10.1016/0040-4039(96)00924-0

[13]. Kim, S. W.; Kim, M.; Lee, W. Y.; Hyeon, T. J. Am. Chem. Soc. 2002, 124 (26), 7642-7643.
http://dx.doi.org/10.1021/ja026032z

[14]. Kogan, V.; Aizenshtat, Z.; Popovitz-Biro, R.; Neumann, R. Org. Lett. 2002, 4 (20), 3529-3532.
http://dx.doi.org/10.1021/ol026689p

[15]. Ramarao, C.; Ley, S. V.; Smith, S. C.; Shirley, I. M.; De Almeida, N. Chem. Commun. 2002, 10, 1132-1133.
http://dx.doi.org/10.1039/b200674j

[16]. Park, K. H.; Son, S. U.; Chung, Y. K. Org. Lett. 2002, 4, 4361-4363.
http://dx.doi.org/10.1021/ol027089t

[17]. Son, S. U.; Park, K. H.; Chung, Y. K. J. Am. Chem. Soc. 2002, 124 (24), 6838-6839.
http://dx.doi.org/10.1021/ja0260420

[18]. Verma, A. K.; Kumar, R.; Chaudhary, P.; Saxena, A.; Shankar, R.; Mozumdar, S.; Chandra, R. Tetrahedron Lett. 2005, 46(31), 5229-5232.
http://dx.doi.org/10.1016/j.tetlet.2005.05.108

[19]. Kidwai, M.; Bansal, V.; Saxena, A.; Aerry, S.; Mozumdar, S. Tetrahedron Lett. 2006, 47(46), 8049-8053.
http://dx.doi.org/10.1016/j.tetlet.2006.09.066

[20]. Kumar, A.; Singh, P.; Saxena, A.; De, A.; Chandra, R.; Mozumdar, S. Catal. Commun. 2008, 10(1), 17-22.
http://dx.doi.org/10.1016/j.catcom.2008.07.030

[21]. Kidwai, M.; Bansal, V.; Saxena, A.; Shankar, R.; Mozumdar, S. Tetrahedron Lett. 2006, 47(25), 4161-4165.
http://dx.doi.org/10.1016/j.tetlet.2006.04.048

[22]. Kantam, M. L.; Ramani, T.; Chakrapani, L.; Choudary, B. M. Catal. Commun. 2009, 10(4), 370-372.
http://dx.doi.org/10.1016/j.catcom.2008.09.023

[23]. Ben-Moshe, T.; Dror, I.; Berkowitz, B. Appl. Catal. B: Env. 2009, 85(3-4), 207-211.
http://dx.doi.org/10.1016/j.apcatb.2008.07.020

[24]. Kumar, D.; Reddy, V. B.; Mishra, B. G.; Rana, R. K.; Nadagoudac, M. N.;Varma, R. S. Tetrahedron 2007, 63(15), 3093-3097.
http://dx.doi.org/10.1016/j.tet.2007.02.019

[25]. Liu, C. P.; Li, M. W.; Cui, Z.; Huang, J. R.; Tian, Y. L.; Lin, T.; Mi, W. B. J Mater Sci. 2007, 42, 6133-6138.
http://dx.doi.org/10.1007/s10853-006-1070-z

[26]. Salehi, H.; Guo, Q. X. Synth. Commun. 2004, 34(1), 171-179.
http://dx.doi.org/10.1081/SCC-120027250

[27]. Zhang, G. L.; Cai, X. H. Synth. Commun. 2005, 35, 829-833.
http://dx.doi.org/10.1081/SCC-200050956

[28]. Kumar, A.; Maurya, R. A. J. Mol. Catal. A: Chem. 2007, 272, 53-56.
http://dx.doi.org/10.1016/j.molcata.2007.03.026

[29]. Khaleghi, S.; Heravi, M. M.; Khosroshahi, M.; Behbahani, F. K.; Daroogheha, Z. Green Chem. Lett. Rev. 2008, 1 (2), 133-139.
http://dx.doi.org/10.1080/17518250802342527

[30]. Suzuki, I.; Suzumura, Y.; Takeda, K. Tetrahedron Lett. 2006, 47, 7861-7864.
http://dx.doi.org/10.1016/j.tetlet.2006.09.019

Supporting Agencies

Department of Chemistry, Sant Gadge Baba Amravati University, Amravati-444602, India
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