Process of fluorinating organic compounds with 1-substituted-4-f

Details Process of fluorinating organic compounds with 1-substituted-4-f Process of fluorinating organic compounds with 1-substituted-4-f

1995-06-07

1997-02-25

Jordan, Charles T.

Organic compounds -- part of the class 532-570 series

Organic compounds

Cyclopentanohydrophenanthrene ring system containing

564215, 544352, 568775, 568656, 560 30, 570206, C07J 500

Patent

active

056060840

ABSTRACT:
The present invention relates to the preparation and uses of 1-substituted-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts, specifically 1-hydroxyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts as reagents for the introduction of fluorine in organic compounds.

REFERENCES:
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patent: 4973697 (1990-11-01), Umemoto et al.
patent: 5086178 (1992-02-01), Banks
patent: 5367071 (1994-11-01), Syvret
Banks et al., 1-Alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane Salts: a Novel Family of Electrophilic Fluorinating Agents, J. Chem. Soc., Chem. Commun., Jan. 29, 1992, p. 595.
Farkas et al., "Some Derivatives of 1,4-Diazabicyclo(2.2.2)octane (Triethylenediamine)", J. Chem. Eng. Data, vol. 13, No. 2, Apr. 1968.
Lal, "Site-Selective Fluorination of Organic Compounds Using 1-Alkyl-4-fluoro-1,4-diazabicyclo[2.2.2]octane Salts (Selectfluor Reagents)," J. Org. Chem. 1993, 58, 2791-2796.
Murtagh, V., "Electrophilic Fluorination: An Introduction," Performance Chemicals, Aug./Sep. 1991, p. 36.
Umemoto et al., "N-Fluoropyridinium Triflate and Its Analogs, The First Stable 1:1 Salts of Pyridine Nucleus and Halogen Atom" Tetrahedron Letters, vol. 27, No. 28 (1986), pp. 3271-3274.
Gilicinski et al., "On the relative power of electrophilic fluorinating reagents of the N-F class," J. Fluorine Chemistry, 59, (1992) 157-162.
Organic Chemistry, Third Edition, R. T. Morrison and R. N. Boyd, p. 751.

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