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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

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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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References

  1. B. Hu, J. Pan, H.L. Yu, J.W. Liu, J.H. Xu, Process. Biochem. 44, 1019 (2009)

    Article  CAS  Google Scholar 

  2. S. Asghari, M. Mohammdania, Res. Chem. Intermed. 43, 6701 (2017)

    Article  Google Scholar 

  3. M. Gopiraman, S. Sarvanamoorthy, M. Chung, Res. Chem. Intermed. 43, 5601 (2017)

    Article  CAS  Google Scholar 

  4. S. Ganesh Babu, R. Karvembu, Catal. Surv. Asia 17, 156 (2013)

    Article  Google Scholar 

  5. P. Biginelli, Gazzetta Chimica Italiana 23, 360 (1893)

    Google Scholar 

  6. S. Majumdar, J. De Pal, I. Ghosh, R.K. Nath, S. Chowdhury, D. Roy, D.K. Maiti, RSC Adv. 5, 24681 (2015)

    Article  CAS  Google Scholar 

  7. 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)

    Article  CAS  Google Scholar 

  8. C.O. Kappe, W.M.F. Fabian, Tetrahedron 53, 2803 (1997)

    Article  CAS  Google Scholar 

  9. K.S. Atwal, G.C. Roonyak, B.C. O’Reilly, J. Schwartz, J. Org. Chem. 54, 5898–5907 (1989)

    Article  CAS  Google Scholar 

  10. 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)

    Article  CAS  Google Scholar 

  11. B.B. Snider, V. Chen, A.D. Patil, A. Freyer, Tetrahedron Lett. 37, 6977 (1996)

    Article  CAS  Google Scholar 

  12. C.O. Kappe, Tetrahedron 49, 6937 (1993)

    Article  CAS  Google Scholar 

  13. B.C. Ranu, A. Hazra, U.J. Jana, J. Org. Chem. 65, 6270 (2000)

    Article  CAS  Google Scholar 

  14. J.S. Yadav, B.V.S. Reddy, J.J. Naidu, K. Sadashiv, Chem. Lett. 33, 926 (2004)

    Article  CAS  Google Scholar 

  15. B. Gangadasu, S. Palaniappan, V.J. Rao, Synlett 7, 1285 (2004)

    Google Scholar 

  16. M. Nasr-Esfahani, M. Taei, RSC Adv. 5, 44978 (2015)

    Article  CAS  Google Scholar 

  17. A.V. Narsaiah, B.K. Nagaiah, Synthesis 8, 1253 (2004)

    Google Scholar 

  18. H. Hazarkhani, B. Karimi, Synthesis 8, 1239 (2004)

    Google Scholar 

  19. K.A. Kumar, M. Kasthuraiah, C.S. Reddy, D. Reddy, Tetrahedron Lett. 42, 7873 (2001)

    Article  Google Scholar 

  20. C.V. Reddy, M. Mahesh, P.V.K. Raju, R. Babu, V.V.N. Reddy, Tetrahedron Lett. 43, 2657 (2002)

    Article  CAS  Google Scholar 

  21. S.L. Jain, J.K. Joseph, B. Sain, Catal. Lett. 115, 52 (2007)

    Article  CAS  Google Scholar 

  22. A. Zhu, Q. Li, L. Li, J. Wang, Catal. Lett. 143, 463 (2013)

    Article  CAS  Google Scholar 

  23. R. Varala, M.M. Alam, S.R. Adapa, Synlett 1, 67 (2003)

    Google Scholar 

  24. A.K. Mitra, K. Banerjee, Synlett 10, 1509 (2003)

    Article  Google Scholar 

  25. V.R. Rani, N. Srinivas, M.R. Kishan, S.J. Kulkarni, K.V. Raghavan, Green Chem. 3, 305 (2001)

    Article  CAS  Google Scholar 

  26. T. Raja, B. Kaur, N. Kaur, N. Singh, RSC Adv. 5, 46654 (2015)

    Article  Google Scholar 

  27. S.K. De, R.A. Gibbs, Synthesis 11, 1748 (2005)

    Article  Google Scholar 

  28. I. Cepanec, M. Litvic, A. Bartolincic, M. Lovric, Tetrahedron 61, 4275 (2005)

    Article  CAS  Google Scholar 

  29. G.L. Zhang, H.X. Cai, Synth. Comm. 35, 829 (2005)

    Article  Google Scholar 

  30. I. Saxena, D.C. Borah, J.C. Sarma, Tetrahedron Lett. 46, 1159 (2005)

    Article  CAS  Google Scholar 

  31. Y.L. Zhu, Y.J. Pan, S.L. Huang, Synth Comm. 34, 3167 (2004)

    Article  CAS  Google Scholar 

  32. M.M. Heravi, K. Bakhtiari, F.F. Bamoharram, Catal. Commun. 7, 373 (2006)

    Article  CAS  Google Scholar 

  33. Y. Qian, C. Ma, L. Wang, M. Yang, J. Org. Chem. 65, 3864 (2000)

    Article  Google Scholar 

  34. J. Lu, H. Ma, Synlett 1, 63 (2000)

    Google Scholar 

  35. H.A. Stefani, P.M. Gatti, Synth. Commun. 30, 2165 (2000)

    Article  CAS  Google Scholar 

  36. A.R. Gholap, K. Venkatesan, T. Daniel, R.J. Lahoti, K.V. Srinivasan, Green Chem. 6, 147 (2004)

    Article  CAS  Google Scholar 

  37. S.L. Jain, S. Singhal, B. Sain, Green Chem. 9, 740 (2007)

    Article  CAS  Google Scholar 

  38. A. Lavergne, L. Moity, V. Molinier, J.M. Aubry, RSC Adv. 3, 5997 (2013)

    Article  CAS  Google Scholar 

  39. S. Subramaniam, A. Palanisamya, A. Sivasubramanian, RSC Adv. 5, 7479 (2015)

    Article  CAS  Google Scholar 

  40. J. Eastoe, M.H. Hatzopoulos, P.J. Dowding, Soft Mater. 7, 5917 (2011)

    Article  CAS  Google Scholar 

  41. R. Sedghi, M. Shariati, M.R. Zarehbin, A.A. Soorki, J. Alloys Compd. 729, 921–928 (2017)

    Article  CAS  Google Scholar 

  42. P. Bai, P. Wu, Z. Yan, J. Zhou, X.S. Zhao, J. Phys. Chem. C 111, 9729 (2007)

    Article  CAS  Google Scholar 

  43. P.K. Pagare, A.P. Torane, Microchim. Acta. 183, 2983 (2016)

    Article  CAS  Google Scholar 

  44. R. Sedghi, M.R. Mabid, M. Shariati, M. Behbahani, H.R. Moazzami, Fibers Polym. 17, 1969 (2016)

    Article  CAS  Google Scholar 

  45. P. Bai, B. Liu, P. Wu, R. Ullah, W. Xing, Z. Yan, Sci. China Mater. 60, 985 (2017)

    Article  Google Scholar 

Download references

Acknowledgement

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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Authors and Affiliations

  1. Department of Chemistry, Yashavantrao Chavan Institute of Science, Satara, Maharashtra, 415001, India

    Bipin Shinde, Santosh Kamble, Pramod Gaikwad, Vishvanath Ghanwat, Sagar Tanpure, Pavan Pagare & Arvind Burungale

  2. Department of Chemistry, S.M. Joshi College, Hadpsar, Pune, Maharashtra, 411028, India

    Arvind Burungale

  3. Department of Chemistry, Radhabai Kale Mahila Mahavidyalaya, Ahmednager, Maharashtra, 414001, India

    Bhausaheb Karale

Authors
  1. Bipin Shinde
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  2. Santosh Kamble
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  3. Pramod Gaikwad
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  4. Vishvanath Ghanwat
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  5. Sagar Tanpure
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  6. Pavan Pagare
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  7. Bhausaheb Karale
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  8. Arvind Burungale
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Correspondence to Bipin Shinde or Arvind Burungale.

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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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