Preparation and characterization of nano-ZnO catalyst and its application insynthesis of2-amino-3-phenylsulfonyl-4-aryl-4H-benzo[h]chromen derivatives
محورهای موضوعی : پلیمرVida Jodaian 1 , Bahareh Sadeghi 2
1 - Department of Chemistry, IslamshahrBranch, Islamic Azad University, Islamshahr, Iran
2 - 2Department of Chemistry, Central Tehran Branch, Islamic Azad University, Tehran, Iran
کلید واژه:
چکیده مقاله :
An efficient and environmentally adapted synthesis of 2-amino-3-phenylsulfonyl-4-aryl-4H-benzo[h]chromenderivatives by condensation of a wide range of aryl aldehydes, α-naphthol and (phenylsulfonyl)acetonitrile using a catalytic amount of nano-ZnOunder solvent-free condition is explained. This catalyst was characterized by scanning electron microscopy (SEM), fourier transform infrared spectroscopy (FT-IR),X-ray diffraction spectroscopy (EDX)and Thermogravimetric analysis (TG).As aresult, 2-amino-3-phenylsulfonyl-4-aryl-4H-benzo[h]chromens were produced under facile conditions in high yield (89-96%) and high rate (8-15 min) using nano-ZnO as a recyclable catalyst.
[1]. R.S. Bon, B. Van Vliet, N.E. Sprenkels, R.F. Schmitz, F.J.J. de Kanter, C.V. Stevens, M. Swart,
F.Matthias Bickelhaupt, M.B. Groen, R.V.A. Orru, J. Org. Chem., 70, 3542 (2005).
[2]. J. Zhu, H. Bienayme, Multicomponent Reactions. Wiley‐VCH Verlag GmbH & Co. KGaA.
(2005).
[3]. A. Dömling, Chem. Rev., 106, 17 (2006).
[4]. R.W. Armstrong, A.P.Combs, P.A. Tempest, S.D. Brown, T.A. Keating, Acc. Chem. Res., 29,
123 (1996).
[5]. N. K. Terret, M. Gardner, D.W. Gordon, R.J. Kobylecki, J. Steel, Tetrahedron, 51, 8135 (1995).
[6]. J. Kaur, D. Utreja, E. Malhora, N. Jain, Sh. Sharma, Curr. Org. Synth., 16, 17 (2019).
[7]. S.J. Mohr, M.A. Chirigos, F.S. Fuhrman, J.W. Pryor, Cancer Res.,35, 3750 (1975).
[8]. A.M. El-Agrody, M.S. Abd El-Latif, N.A. El-Hady, A.H. Fakery, A.H. Bedair, Molecules,6, 519
(2001).
[9]. A.H. Bedair, N.A. El-Hady, M.S. Abd El-Latif, A.H. Fakery, A.M. El-Agrody, Farmaco, 55,
708 (2000).
[10]. A.M. El-Agrody, M.H. El-Hakim, M.S. Abd El-Latif, A.H. Fakery, E.S. M. El-Sayed, K.A. ElGhareab, Acta Pharm., 50, 111 (2000).
[11]. A. Martinez-Grau, J.L. Marco, Bioorganic Med. Chem. Lett., 7, 3165 (1997).
[12]. C. Medina, M.J. Santos-Martinez, A. Radomski, O.I. Corrigan, M.W. Radomski, Br. J.
Pharmacol., 150, 552 (2007).
[13]. H. Amawi, C. R. Ashby, A. K. Tiwari, Chin. J. Cancer., 36, 1 (2017).
[14]. Z. Cheng, Z. Zhang, Y. Han, J. Wang, Y. Wang, X. Chen, Y. Shao, Y. Cheng, W. Zhou, X. Lu,
Z. Wu, J. Funct. Foods, 74, 104172 (2020).
[15]. L. S. Wang, G. D. Stoner, Cancer Lett., 269,281 (2008).
[16]. S. Khandelwal, Y. K. Tailor, E. Rushell, M. Kumar, Green Approaches in Medicinal
Chemistry for Sustainable Drug Design, Ed.B. K. Banik, Elsevier, 245 (2020).
[17]. N. K. Shah, N. M. Shah, M. P. Patel, R. G. Patel, J. Chem. Sci., 125, 525 (2013).
[18]. G. Bianchi, A. Tava, Agric. Biol. Chem., 51, 2001 (1987).
[19]. K. Hiramoto, A. Nasuhara, K. Michikoshi, T. Kato, K. Kikugawa, Mutat. Res., 395, 47 (1997).
[20]. X. Yu, X. Hu, Z. Zhou, Iran. J. Chem. Chem. Eng., 37, 31 (2018).
[21]. K. S. Pandit, R. V. Kupwade, P. V. Chavan, U. V. Desai, P. P. Wadgaonkar, K. M. Kodam,
ACS Sustainable Chem. Eng., 4, 3450 (2016).
[22]. A. Mazaheri, M. Bostanian, Res. Chem. Intermed., 46,2327 (2020).
[23]. A. Morshedi, H. R. Shaterian, Res. Chem. Intermed., 44,7219 (2018).
[24]. F. Manouchehri, B. Sadeghi, F. Najafi, MH. Mosslemin, J. Iran. Chem. Soc., 15, 1673(2018).
[25]. X. Yu, Z. Zhou, Phosphorus, Sulfur Silicon Relat. Elem., 193, 387 (2018).
[26]. A. Mazaheri, M. Bostanian, Res. Chem. Intermed., 46, 2327 (2020).
[27]. K. S. Pandit, R. V. Kupwade, P. V. Chavan, U. V. Desai, P. P. Wadgaonkar, K. M. Kodam,
ACS Sustainable Chem. Eng., 4, 3450 (2016).
[28]. Z. Zhang, C. Zheng, A. Yuan, PolycyclAromat. Compd., 40, 1397 (2020).
