Reaction of β-trifluoroethoxy vinamidinium salts with carbon nucleophiles

Journal of Fluorine Chemistry

Volumn 120, Issue 1, 2003, Pages 33-39

  Kase, Koichiro ^a   Katayama, Mitsuhiro ^a   Konno, Tsutomu ^a   Ishihara, Takashi ^a   Yamanaka, Hiroki ^a   Gupton, John T ^b  

^a KYOTO INSTITUTE OF TECHNOLOGY   (Japan)

^b UNIVERSITY OF RICHMOND   (United States)

Author keywords

Dienamines; Enamines; Trifluoroethoxy group; Vinamidinium salt; , Unsaturated aldehydes

Indexed keywords

1,1,5,5 TETRAETHYL 3 (2,2,2, TRIFLUOROETHOXY) 1,5 DIAZA 1,3 PENTADIENIUM IODIDE; ALDEHYDE DERIVATIVE; AMIDE; AMINE; ANION; CARBON; CHEMICAL COMPOUND; ESTER DERIVATIVE; FLUORINATED HYDROCARBON; IODINE DERIVATIVE; KETONE DERIVATIVE; LITHIUM DERIVATIVE; NITRILE; PHOSPHONIC ACID DERIVATIVE; PROTON; SULFONE; SULFOXIDE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; CHEMICAL BOND; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; INFRARED SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0037365906     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-1139(02)00281-6     Document Type: Article

References (28)

1. P.W Hickmott Tetrahedron 40 1984 2989 and references therein
2. J.K. Whitesell, M.A. Whitesell, Synthesis (1983) 517.
3. M. Hojo, R. Masuda, E. Okada, Chem. Lett. (1990) 2095.
4. W Cen Y Ni Y Shen J. Fluorine Chem. 73 1995 161
5. M.A Kurykia I.M Volpin L.S German J. Fluorine Chem. 80 1996 9
6. J.P Begue D.B Delpon D Bouvet M.H Rock J. Fluorine Chem. 80 1996 17
7. A.V. Sanin, V.G. Nenajdenko, K.I. Smolko, D.I. Denisenko, E.S. Balenkova, Synthesis (1998) 842.
8. P Hapiot M Medebielle J. Fluorine Chem. 107 2001 285
9. K.-W Chi H.-A Kim G.G Furin E.L Zhuzhgov N Protzuk J. Fluorine Chem. 110 2001 11
10. K Uneyama H Amii J. Fluorine Chem. 114 2002 127
11. J.A Barten A.A Kadyrov E Lorh G.-V Roschenthaler J. Fluorine Chem. 116 2002 87
12. C.G Krespan J. Org. Chem. 34 1969 42
13. G. Tsukamoto, N. Ishikawa, Chem. Lett. (1972) 577.
14. W.T. Flowers, R.N. Haszeldine, C.R. Owen, A. Thomas, J. Chem. Soc., Chem. Commun. (1974) 134.
15. D. Cantacuzene, C. Wakselman, R. Dorme, J. Chem. Soc., Perkin Trans. I (1977) 1365.
16. R.N. Haszeldine, J. Chem. Soc. (1952) 3490.
17. L.A Paquette J. Org. Chem. 30 1965 2107
18. M.L. Blanc, G. Santini, J.G. Riess, Tetrahedron Lett. (1975) 4151.
19. R.D Chambers C.G.P Jones M.J Silvester D.B Speight J. Fluorine Chem. 25 1984 47
20. P Doussot C Portella J. Org. Chem. 58 1993 6675
21. Y Shen S Gao J. Fluorine. Chem. 76 1996 37
22. A Krishnaiah B Narsaiah J. Fluorine Chem. 109 2001 183
23. H Yamanaka K Hisaki K Kase T Ishihara J.T Gupton Tetrahedron Lett. 39 1998 4355
24. S Shibayama T Konno T Ishihara H Yamanaka J. Fluorine Chem. 111 2001 91
25. C.A. Fleeger (Ed.), The USP Dictionary of USAN and the International Drug Names, United States Pharmacopeial Convention Inc., Rockville, MD, 1996.
26. H Motoki S Abe S Tansho D Suzuki H Yamaguchi E Hoshino J. Infect. Chemother. 75 2001 137
27. R.M. Silverstein, F.X. Webster, Spectrometric Identification of Organic Compounds, 6th ed., Wiley, New York, 1998, p. 210.
28. K Kase M Katayama T Ishihara H Yamanaka J.T Gupton J. Fluorine Chem. 90 1998 29