Regioselective reactions of β-aminovinyl trifluoromethyl ketones with tosyl isocyanate

Tetrahedron

Volumn 59, Issue 10, 2003, Pages 1731-1738

  Lyutenko, Natalie V ^a   Gerus, Igor I ^a   Kacharov, Alexey D ^a   Kukhar, Valery P ^a  

^a INSTITUTE OF BIOORGANIC CHEMISTRY AND PETROCHEMISTRY   (Ukraine)

Author keywords

Enaminones; N tosylcarbomoylation; Polyfluoroalkyl ketones

Indexed keywords

1,1,1 TRIFLUORO 3 TOSYLCARBAMOYL 4 (N,N DIMETHYLAMINO)BUT 3 EN 2 ONE; AMIDE; BETA AMINOVINYLTRIFLUOROMETHYL KETONE; CYANIC ACID DERIVATIVE; KETONE DERIVATIVE; N,N DIMETHYLENAMINONE; SOLVENT; SULFONYLUREA DERIVATIVE; TOSYL ISOCYANATE; UNCLASSIFIED DRUG;

AMINATION; ARTICLE; CATALYST; CHEMICAL STRUCTURE; CONFORMATION; PRIORITY JOURNAL; SYNTHESIS; TEMPERATURE; X RAY ANALYSIS;

INSERTION SEQUENCES;

EID: 0037416913     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00106-6     Document Type: Article

References (22)

1. Kukländer U. Enamines as Synthones. Rappaport Z. The Chemistry of Enamines. 1994;523-636 Wiley, New York.
2. Michael J.P., de Konig C.B., Gravestock D., Hosken G.D., Howard A.S., Jungmann C.M., Krause R.W.M., Parsons A.S., Pelly S.C., Stanbury T.V. Pure Appl. Chem. 71:1999;979.
3. Filler R., Kobayashi Y., Yagupolskii L.M. Organofluorine Compounds in Medicinal Chemistry and Biochemical Applications. 1993;Elsevier, Amsterdam.
4. Welch J.T., Eswarakrishnan S. Fluorine in Bioorganic Chemistry. 1991;Wiley, New York.
5. Gerus I.I., Gorbunova M.G., Vdovenko S.I., Yagupolskii Y.L., Kukhar V.P. Zh. Org. Khim. 26:1990;1877.
6. Gerus I.I., Gorbunova M.G., Kukhar V.P. J. Fluorine Chem. 69:1994;195.
7. Vdovenko S.I., Gerus I.I., Gorbunova M.G. J. Fluorine Chem. 82:1997;167.
8. Vdovenko S.I., Gerus I.I., Gorbunova M.G. J. Chem. Soc. Perkin Trans. 2. 1993;559.
9. Wojcik J., Domalewski W., Kamienska-Trela K., Stefaniak L., Vdovenko S.I., Gerus I.I., Gorbunova M.G. Magn. Reson. Chem. 31:1993;808.
10. Tsuge O., Inaba A. Bull. Chem. Soc. Jpn. 46:1973;286 Tsuge O., Inaba A. Bull. Chem. Soc. Jpn. 49:1976;2828.
11. Tsuge O., Inaba A. Bull. Chem. Soc. Jpn. 46:1973;286 Tsuge O., Inaba A. Bull. Chem. Soc. Jpn. 49:1976;2828.
12. Viswanathan N., Ravindranath K.R., Talwalkar P.K. Indian J. Chem. B17:1979;478.
13. Gerus I.I., Lyutenko N.V., Kacharov A.D., Kukhar V.P. Tetrahedron Lett. 41:2000;10141.
14. Hojo M., Masuda R., Kokuryo Y., Shioda H., Matsuo S. Chem. Lett. 1976;499.
15. Hojo M., Masuda R., Sakaguchi S., Takagawa H. Synthesis. 1986;1016.
16. Lyutenko N.V., Gerus I.I., Vdovenko S.I., Bzhezovsky V.M., Iksanova S.V., Kudryavcev A.A. Proc. Acad. Sci. Ukraine. 2002;141.
17. Gorbunova M.G., Gerus I.I., Galushko S.V., Kukhar V.P. Synthesis. 1991;207.
18. Allen F.H., Kennard O., Watson D., Brammer L., Orpen A.G., Taylor R. J. Chem. Soc. Perkin Trans. 2. 1987;1.
19. Bertolasi V., Gilli P., Ferretti V., Gilli G. Acta Crystallogr. B51:1995;1004.
20. Perrin D.D., Armarego W.L.F. Purification of Laboratory Chemicals. 3rd ed. 1998;Pergamon, Oxford.
21. Sheldrick, G. M. SHELXS-86. Program for the Solution of Crystal Structures; University of Gottingen: Gottingen, Germany, 1986.
22. Sheldrick, G. M. SHELXL-93. Program for the Refinement of Crystal Structures; University of Gottingen: Gottingen, Germany, 1993.