An Unexpected Synthesis of 2H-Benzimidazole Derivatives

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Abstract:

Treatment of 1,2-phenylenediamines and 3-(N-phenyl-N-methyl) aminoacrolein with ZrCl4 as catalyst in refluxing 95% ethanol afforded unexpected 2H-benzimidazole derivatives as the major products. It was determined that the formation of 2H-benzimidazoles was not from the decomposition of the 2-aminovinyl benzimidazoles.

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43-46

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August 2014

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© 2014 Trans Tech Publications Ltd. All Rights Reserved

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[1] M.J. Tebbe, C.B. Jensen, W.A. Spitzer, R.B. Franklin, M. H. George, D.L. Phillips, Antivir. Res., Vol. 42 (1999), p.25.

Google Scholar

[2] A. Song, J. Zhang, C.B. Lebrilla, K.S. Lam, J. Comb. Chem., Vol. 6 (2004), p.604.

Google Scholar

[3] M. Sun, S.M. Fuentes, K. Timani, D. Sun, C. Murphy, Y. Lin, A. August, M. Teng, B. He, J. Virol., Vol. 82 (2008), p.105.

Google Scholar

[4] Q. Li, Expert Opin. Ther. Pat., Vol. 17 (2007), p.1077.

Google Scholar

[5] C. Redaelli, F. Granucci, D.L. Gioia, L. Cipolla, Mini Rev. Med. Chem., Vol. 6 (2006), p.1127.

Google Scholar

[6] J. Cheng, C.W. Lindsley, G. Cheng, H. Yang, S.V. Nicosia, Oncogene, Vol. 24 (2005), p.7482.

Google Scholar

[7] I. Vivanco, L.C. Sawyers, Nat. Rev. Cancer, Vol. 37 (2002), p.489.

Google Scholar

[8] T.B. Hennessy, L.D. Smith, T.P. Ram, Y. Lu, G.B. Mills, Nat. Rev. Drug Discov., Vol. 4 (2005), p.988.

Google Scholar

[9] N.D. D'Angelo, T. Kim, K. Andrews, S.K. Booker, S. Caenepeel, K. Chen, D. D'Amico, D. Freeman, J. Jiang, L. Liu, J. D. McCarter, T. San, E.L. Mullady, Z. Schrag, R. Subramanian, J. Tang, R.C. Wahl, L. Wang, D.A. Whittington, J. Med. Chem., Vol. 54 (2011).

DOI: 10.1021/jm1014605

Google Scholar

[10] S.W. French, R. Shen, P.J. Koh, C.S. Malone, P. Mallick, M.A. Teitell, Biochemistry, Vol. 41 (2002), p.6376.

Google Scholar

[11] T.P. Heffron, B. Wei, A. Olivero, S.T. Staben, V. Tsui, S. Do, J. Dotson, A.J. Folkes, P. Goldsmith, R. Goldsmith, J. Gunzner, J. Lesnick, C. Lewis, S. Mathieu, J. Nonomiya, S. Shuttleworth, D.P. Sutherlin, N.C. Wan, S. Wang, C. Wiesmann, B. Zhu, J. Med. Chem., Vol. 54 (2011).

DOI: 10.1021/jm2007084

Google Scholar

[12] R.D. Carpenter, P.B. DeBerdt, K.S. Lam, M.J. Kurth, J. Comb. Chem., Vol. 8 (2006), p.907.

Google Scholar

[13] K. Bahrami, M.M. Khodaei, F. Naali, J. Org. Chem., Vol. 73 (2008), p.6835.

Google Scholar

[14] Y. Kawashita, N. Nakamichi, H. Kawabata, M. Hayashi, Org. Lett., Vol. 5 (2003), p.3713.

Google Scholar