Abstract
The reaction of trifluoromethyl-containing enones with thiophenol derivatives has been studied. Reactions with 4-methylthiophenol proceed with the formation of either ketosulfides or a pyran derivative. Reactions of trifluoromethyl-containing enones with 2-mercaptobenzaldehyde lead to 3-trifluoroacetyl-substituted 2H-thiochromenes.
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References
N. Ishikawa (editor),Compounds of Fluorine. Synthesis and Application [Russian translation], Mir, Moscow (1990).
L. M. Yagupol'skii,Aromatic and Heterocyclic Compounds with Fluorine-containing Substituents [in Russian], Naukova dumka, Kiev (1988).
J. T. Welch,Tetrahedron,43, 3123 (1987).
J.-P. Begue and D. Bonnet-Delpon,Tetrahedron,47, 3207 (1991).
V. G. Nenajdenko, A. V. Sanin, and E. S. Balenkova,Molecules,2, 186 (1997).
Houben-Weyl,Methoden der Organischen Chemie, Vol. E7a, Hetarene II, Part 1, Georg Thieme Verlag, Stuttgart, New York (1991), p. 215.
V. G. Nenajdenko, A. V. Sanin, V. S. Kuz'min, and E. S. Balenkova,Zh. Org. Khim.,32, 1579 (1996).
A. V. Sanin, V. G. Nenajdenko, V. S. Kuz'min, and E. S. Balenkova,J. Org. Chem.,61, 1986 (1996).
F. D. Toste, A. J. Lough, and I. W. J. Still,Tetrahedron Lett.,36, 6619 (1995).
R. Hoffmann, D. Greif, M. Pulst, M. Weissenfels, and A. Laurent,Z. Chem.,30, 247 (1990).
V. G. Nenajdenko and E. S. Balenkova,Zh. Org. Khim.,28, 600 (1992).
V. G. Nenajdenko, I. D. Gridnev, and E. S. Balenkova,Tetrahedron,50, 11023 (1994).
M. G. Gorbunova, I. I. Gerus, and V. P. Kukhar,J. Fluor. Chem.,65, 25 (1993).
A. V. Sanin, V. G. Nenajdenko, K. I. Smolko, D. I. Denisenko, and E. S. Balenkova,Synthesis, No. 6, 842 (1998).
G. M. Sheldrick,Acta Crystallogr. A, A46, 467 (1990).
G. M. Sheldrick,SHELXL-93. Program for the Refinement of Crystal Structures, University of Gottingen (1993).
Additional information
M. V. Lomonosov Moscow State University, Moscow 119899, Russia N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow 117907, Russia. Department of Chemistry, University of Durham, South Road, Durham, Great Britain, DH1 3LE. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 618–626, May, 1999.
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Nenajdenko, V.G., Sanin, A.V., Churakov, A.V. et al. Reaction of trifluoromethyl-containing enones with thiophenol derivatives. Chem Heterocycl Compd 35, 549–556 (1999). https://doi.org/10.1007/BF02324637
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DOI: https://doi.org/10.1007/BF02324637