The 3<sup>rd</sup> International Conference on Drug Discovery & Therapy: Dubai, February 7 - 11, 2011

 

Synthesis of Trifluoromethyl Heterocyclic Compounds: Precursor of biological products

Emna Zouaoui
Faculté des Sciences, Département des Sciences Fondamentales, Université 20 Août 1955 Skikda, Algérie Laboratoire de Chimie Organique, Faculté des Sciences de Tunis, Campus Universitaire, 1060 Tunis, Tunisie

Abstract:

Heterocyclic compounds bearing a trifluoromethyl group are one of the most important classes of organofluorocompounds. They play a distinctive role in organic synthesis, in medicine and in agriculture 1-2 and they exhibit frequently biological activities 3-5. As a continuation of our research program focused on the synthesis and the reactivity study of fluoromethylated derivatives prepared from Vilsmeier methods 6-8, we wish to report in this paper, a straightforward access to the trifluoromethyl heterocyclic compounds such as: the pyrazoles 2(a-e), the thiazepine 3, the diazepine 4 the bicyclic compound 5 the thiophene 6 and cyclopropanes 7(a-e) by condensation of trifluoromethyl enone 1 with a variety of ambident nucleophiles.




References :

1- S. Z. Zhu, C. Y. Qin, Y. L. Wang, Q. L. Clw, J. Fluorine Chem., 1999, 99, 183.
2- G. P. Stahyet et D. R. Bell, J. Org. Chem., 1989, 54, 2873.
3- H. Urata et T. F. Kami, Tetrahedron Lett., 1991, 32, 91.
4- F. Herr ; in « Aromatic Fluorine Compounds » A. E. Parlath and A. J. Lefpler; A. C. S. Monograph 155, Reinhold Publishing CO, New York, N. Y; 1962, 68.
5- H. L. Yale, J. Med. Pharm. Chem., 1959, 1, 121.
6- J. A. Barone, J. MED. Chem., 1963, 6, 39.
7- C. Heidelberger, D. G. Parsons et D. C. Remy, ibid., 1964, 7, 1.
8- G. K. Surya Prakash, E. C. Tongco, T. Mathew, Y. D. Vankar and G. A. Olah, J. F. Chem. 2000, 101, 199.