Solvent directing immediate fluorination of aromatic ketones using 1- fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

Chemical Communications

Volumn , Issue 14, 2000, Pages 1323-1324

  Stavber, Stojan ^a   Jereb, Marjan ^a   Zupan, Marko ^a  

^a UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUND; BORINIC ACID DERIVATIVE; FLUORINE DERIVATIVE; KETONE DERIVATIVE; OCTANE;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; DERIVATIZATION; FLUORINATION; ISOMERISM; STEREOCHEMISTRY;

EID: 0034698205     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b003488f     Document Type: Article

References (11)

1. Methods of Organic Chemistry (Houben-Weyl) Vol E 10a and 10b: Organo-Fluorine Compounds, ed. B. Baasner, H. Hagemann and J. C. Tatlow, Thieme, New York, 1999; Chemistry of Organic Fluorine Compounds II. A Critical Review, ed. M. Hudlicky and A. E. Pavlath, ACS Monograph 187, ACS, Washington DC, 1995.
2. Methods of Organic Chemistry (Houben-Weyl) Vol E 10a and 10b: Organo-Fluorine Compounds, ed. B. Baasner, H. Hagemann and J. C. Tatlow, Thieme, New York, 1999; Chemistry of Organic Fluorine Compounds II. A Critical Review, ed. M. Hudlicky and A. E. Pavlath, ACS Monograph 187, ACS, Washington DC, 1995.
3. Organofluorine Compounds in Medicinal Chemistry and Biomedicinal Application, ed. R. Filler, Y. Kobayashi and L. M. Yagupolskii, Elsevier, Amsterdam, 1993.
4. G. S. Lal, G. P. Fez and R. G. Syvret, Chem. Rev., 1996, 96, 1737; G. G. Furin and A. A. Fainzilberg, Russ. Chem. Rev., 1999, 68, 653; S. D. Taylor, C. C. Kotoris and G. Hum, Tetrahedron, 1999, 55, 12 431.
5. G. S. Lal, G. P. Fez and R. G. Syvret, Chem. Rev., 1996, 96, 1737; G. G. Furin and A. A. Fainzilberg, Russ. Chem. Rev., 1999, 68, 653; S. D. Taylor, C. C. Kotoris and G. Hum, Tetrahedron, 1999, 55, 12 431.
6. G. S. Lal, G. P. Fez and R. G. Syvret, Chem. Rev., 1996, 96, 1737; G. G. Furin and A. A. Fainzilberg, Russ. Chem. Rev., 1999, 68, 653; S. D. Taylor, C. C. Kotoris and G. Hum, Tetrahedron, 1999, 55, 12 431.
7. F. A. Davis and P. V. N. Kasu, Org. Prep. Proced. Int., 1999, 31, 125 and references therein.
8. Accufluor™ NFTh is commercially available as 50% w/w on alumina. We are indebted to Dr George Shia from AlliedSignals, Inc. for providing us with free samples of the reagent.
9. S. Stavber and M. Zupan, Tetrahedron Lett., 1996, 37, 3591.
10. S. Stavber, T. Sotler-Pečan and M. Zupan, Tetrahedron, 2000, 56, 1929.
11. M. Zupan, J. Iskra and S. Stavber, Tetrahedron, 1996, 52, 11 341.