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Electrocatalytic multicomponent assembling of aldehydes, dimedone and 1-naphthylamine for synthesis of novel tetrahydrobenzo[c]acridin-8(7H)-one derivatives | ||
Iranian chemical communication | ||
مقاله 1، دوره 7، Issue 2, pp. 90-159, Serial No. 23، تیر 2019، صفحه 90-98 اصل مقاله (776.61 K) | ||
نوع مقاله: Original Research Article | ||
شناسه دیجیتال (DOI): 10.30473/icc.2018.4162 | ||
نویسندگان | ||
Mohammad Reza Poor Heravi* 1؛ Hassan Karami2؛ Bagher Mohammadi2؛ Vahid Azizkhani2 | ||
1Department of Chemistry, Payame Noor University, Abhar, Iran | ||
2Department of Chemistry, Payame Noor University, PO Box 19395-3697, Tehran, IRAN | ||
چکیده | ||
An efficient and convenient synthesis of novel tetrahydrobenzo[c]acridin-8(7H)-one derivatives is described using the electrogenerated anion of acetonitriles as the base in the presence of tetrabutylammonium fluoride as an effective supporting electrolyte in a one-pot, three-component condensation of aromatic aldehyde, dimedone and 1-naphthyl amine. The reaction is carried out in an undivided cell containing an iron cathode and a graphite anode under a constant current density of 5 mA/cm2 (I=20 mA, electrode surface=5 cm2) in CH3CN at room temperature was found to be optimum for the electrochemically induced chain process and resulted in the highest yield. An efficient and convenient synthesis of novel tetrahydrobenzo[c]acridin-8(7H)-one derivatives is described using the electrogenerated anion of acetonitriles as the base in the presence of tetrabutylammonium fluoride as an effective supporting electrolyte in a one-pot, three-component condensation of aromatic aldehyde, dimedone and 1-naphthyl amine. The reaction is carried out in an undivided cell containing an iron cathode and a graphite anode under a constant current density of 5 mA/cm2 (I=20 mA, electrode surface=5 cm2) in CH3CN at room temperature was found to be optimum for the electrochemically induced chain process and resulted in the highest yield. | ||
کلیدواژهها | ||
Electrolysis transformation؛ electrogenerated base؛ multicomponent reaction؛ acridine؛ dimedone؛ 1-naphthyl amine | ||
مراجع | ||
[1] B.B. Tour, D.G. Hall, Chem. Rev., 2009, 109, 4439-4486.
[2] G.J. Finaly, G.J. Atwell, B.C. Baguley, Oncol. Res., 1999, 11, 249-254.
[3] H.H. Lee, W.R. Wilson, D.M. Ferry, P. van Zijl, S.M. Pullen, W.A. Denny, J. Med. Chem., 1996, 39, 2508-2517.
[4] D.G. Carole, D.M. Michel, C. Julien, D. Florence, N. Anna, J. Séverine, D. Gérard, T.D. Pierre, G. Jean-Pierre, Bioorg. Med. Chem., 2005, 13, 5560–5568.
[5] P.F. Bousquet, M.F. Braňa, D. Conlon, K. Fitzgerald, M.D. Perron, C. Cocchiaro, R. Miller, M. Moran, J. George, X.D. Qian, G. Keilhauer, C.A. Romerdahl, Cancer Res., 1995, 55, 1176–1189.
[6] M.F. Branňa, M. Cacho, A. Gradillas, B. Pascual-Teresa, A. Ramos, Curr. Pharm. Des., 2001, 7, 1745–1780.
[7] P. Yang, Q. Yang, X. Qian, L. Tong, X. Li, J. Photochem. and Photobio. B: Biology, 2006, 84, 221–226.
[8] N. Martin, M. Quinteiro, C. Saoane, L. Mora, M. Saure, E. Ockoa, A. Morales, J. Hetrocycl. Chem., 1995, 51, 235-238.
[9] X.S. Wang, M.M. Zhang, Z.S. Zeng, D.Q. Shi, S.J. Tu, Z.Y. Wei, Z.M. Zong, Arkivoc., 2006, 117-123.
[10] T.S. Jin, J.S. Zhang, T.T. Guo, A.Q. Wang, T.S. Li, Synthesis, 2004, 12, 2001-2005.
[11] M.R. Poor Heravi, P. Aghamohammadi, C. r. Chimie, 2012, 15, 448-453.
[12] H. Zang, Y. Zhang, Y. Zang, B.-W. Cheng, Ultrason. Sonochem., 2010, 17 (3), 495–499.
[13] H. Zang, Y. Zhang, Y. Mo, B. Cheng, Synth. Commun., 2011, 41 (21), 3207–3214.
[14] E. Cortes, R. Martinez, J.G. Avila, R.A. Toscano, J. Hetrocycl. Chem., 1988, 25, 895-899.
[15] V. Nadaraj, S.T. Selvi, S. Mohan, Eur. J. Med. Chem., 2009, 44, 976-980. | ||
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