Abstract
We investigated a novel catalytic application of nickel-doped zinc oxide (Ni-ZnO) nanoparticles and zinc oxide (ZnO) nanoflakes at room temperature in an aqueous hydrotropic solution for the synthesis of biologically active dihydropyrimidones (DHPMs). Ni-ZnO is a stable, recyclable, green, efficient heterogeneous catalyst which shows maximum yield in a shorter reaction time than ZnO nanoflakes in very mild conditions of hydrotropic aqueous medium for DHPMs syntheses.
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B. Hu, J. Pan, H.L. Yu, J.W. Liu, J.H. Xu, Process. Biochem. 44, 1019 (2009)
S. Asghari, M. Mohammdania, Res. Chem. Intermed. 43, 6701 (2017)
M. Gopiraman, S. Sarvanamoorthy, M. Chung, Res. Chem. Intermed. 43, 5601 (2017)
S. Ganesh Babu, R. Karvembu, Catal. Surv. Asia 17, 156 (2013)
P. Biginelli, Gazzetta Chimica Italiana 23, 360 (1893)
S. Majumdar, J. De Pal, I. Ghosh, R.K. Nath, S. Chowdhury, D. Roy, D.K. Maiti, RSC Adv. 5, 24681 (2015)
K.S. Atwal, B.N. Swanson, S.E. Unger, D.M. Floyd, S. Moreland, A. Hedberg, B.C. O’Reill, J. Med. Chem. 34, 806 (1991)
C.O. Kappe, W.M.F. Fabian, Tetrahedron 53, 2803 (1997)
K.S. Atwal, G.C. Roonyak, B.C. O’Reilly, J. Schwartz, J. Org. Chem. 54, 5898–5907 (1989)
A.D. Patil, N.V. Kumar, W.C. Kokke, M.F. Bean, A.J. Freyer, C.D. Brosse, S. Mai, A. Truneh, D.J. Faulkner, J. Org. Chem. 60, 1182 (1995)
B.B. Snider, V. Chen, A.D. Patil, A. Freyer, Tetrahedron Lett. 37, 6977 (1996)
C.O. Kappe, Tetrahedron 49, 6937 (1993)
B.C. Ranu, A. Hazra, U.J. Jana, J. Org. Chem. 65, 6270 (2000)
J.S. Yadav, B.V.S. Reddy, J.J. Naidu, K. Sadashiv, Chem. Lett. 33, 926 (2004)
B. Gangadasu, S. Palaniappan, V.J. Rao, Synlett 7, 1285 (2004)
M. Nasr-Esfahani, M. Taei, RSC Adv. 5, 44978 (2015)
A.V. Narsaiah, B.K. Nagaiah, Synthesis 8, 1253 (2004)
H. Hazarkhani, B. Karimi, Synthesis 8, 1239 (2004)
K.A. Kumar, M. Kasthuraiah, C.S. Reddy, D. Reddy, Tetrahedron Lett. 42, 7873 (2001)
C.V. Reddy, M. Mahesh, P.V.K. Raju, R. Babu, V.V.N. Reddy, Tetrahedron Lett. 43, 2657 (2002)
S.L. Jain, J.K. Joseph, B. Sain, Catal. Lett. 115, 52 (2007)
A. Zhu, Q. Li, L. Li, J. Wang, Catal. Lett. 143, 463 (2013)
R. Varala, M.M. Alam, S.R. Adapa, Synlett 1, 67 (2003)
A.K. Mitra, K. Banerjee, Synlett 10, 1509 (2003)
V.R. Rani, N. Srinivas, M.R. Kishan, S.J. Kulkarni, K.V. Raghavan, Green Chem. 3, 305 (2001)
T. Raja, B. Kaur, N. Kaur, N. Singh, RSC Adv. 5, 46654 (2015)
S.K. De, R.A. Gibbs, Synthesis 11, 1748 (2005)
I. Cepanec, M. Litvic, A. Bartolincic, M. Lovric, Tetrahedron 61, 4275 (2005)
G.L. Zhang, H.X. Cai, Synth. Comm. 35, 829 (2005)
I. Saxena, D.C. Borah, J.C. Sarma, Tetrahedron Lett. 46, 1159 (2005)
Y.L. Zhu, Y.J. Pan, S.L. Huang, Synth Comm. 34, 3167 (2004)
M.M. Heravi, K. Bakhtiari, F.F. Bamoharram, Catal. Commun. 7, 373 (2006)
Y. Qian, C. Ma, L. Wang, M. Yang, J. Org. Chem. 65, 3864 (2000)
J. Lu, H. Ma, Synlett 1, 63 (2000)
H.A. Stefani, P.M. Gatti, Synth. Commun. 30, 2165 (2000)
A.R. Gholap, K. Venkatesan, T. Daniel, R.J. Lahoti, K.V. Srinivasan, Green Chem. 6, 147 (2004)
S.L. Jain, S. Singhal, B. Sain, Green Chem. 9, 740 (2007)
A. Lavergne, L. Moity, V. Molinier, J.M. Aubry, RSC Adv. 3, 5997 (2013)
S. Subramaniam, A. Palanisamya, A. Sivasubramanian, RSC Adv. 5, 7479 (2015)
J. Eastoe, M.H. Hatzopoulos, P.J. Dowding, Soft Mater. 7, 5917 (2011)
R. Sedghi, M. Shariati, M.R. Zarehbin, A.A. Soorki, J. Alloys Compd. 729, 921–928 (2017)
P. Bai, P. Wu, Z. Yan, J. Zhou, X.S. Zhao, J. Phys. Chem. C 111, 9729 (2007)
P.K. Pagare, A.P. Torane, Microchim. Acta. 183, 2983 (2016)
R. Sedghi, M.R. Mabid, M. Shariati, M. Behbahani, H.R. Moazzami, Fibers Polym. 17, 1969 (2016)
P. Bai, B. Liu, P. Wu, R. Ullah, W. Xing, Z. Yan, Sci. China Mater. 60, 985 (2017)
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Authors are grateful to the Department of Chemistry, Yashavantrao Chavan Institute of Science, Satara, for providing the laboratory facility to complete this work.
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Shinde, B., Kamble, S., Gaikwad, P. et al. Novel catalytic application of Ni@ZnO nanoparticles and ZnO nanoflakes in aqueous solution of NaPTS hydrotrope at room temperature via a green synthesis of 3,4-dihydropyrimidin-2(1H)-ones. Res Chem Intermed 44, 3097–3113 (2018). https://doi.org/10.1007/s11164-018-3295-2
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DOI: https://doi.org/10.1007/s11164-018-3295-2