Fluorinated sulfonamide derivatives

Details Fluorinated sulfonamide derivatives Fluorinated sulfonamide derivatives

1990-08-31

1993-07-13

Page, Thurman K.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546122, 546143, 546159, 546312, 544199, 544210, 544211, 544213, 544237, 544291, 544292, 544293, 544323, 544327, 544332, 544334, 544335, C07D21302

Patent

active

052274934

ABSTRACT:
N-fluoro perfluoroheterocyclic sulfonamides of the following Formula I ##STR1## wherein Het.sub.f represents an aromatic perfluoroheterocyclic radical of valency n and each R independently represents a substituted or unsubstituted C.sub.1 -C.sub.30 alkyl, C.sub.6 -C.sub.14 aryl substituted C.sub.1 -C.sub.10 alkyl, C.sub.6 -C.sub.14 aryl, or C.sub.1 -C.sub.10 alkyl substituted C.sub.6 -C.sub.14 aryl group, are novel electrophilic fluorinating agents. Preferably Het.sub.f is a perfluorinated nitrogen-containing aromatic group, especially pyridyl, pyrimidinyl, pyrazinyl or 1,3,5-triazinyl; n is 1; and R is perfluorinated, especially trifluoromethyl.

REFERENCES:
patent: 2519983 (1950-08-01), Simons
patent: 3923810 (1975-12-01), Harrington et al.
patent: 4479901 (1984-10-01), Barnette
patent: 4828764 (1989-05-01), DesMarteau
Banks and Khazaei, J. of Fluorine Chemistry vol. 46, pp. 297-305 (1990).
R. E. Banks, et al., "Fluorination of 2-Nitropropane and Malonic Ester with Undecafluoropiperidine," Chem. and Ind., (1964) p. 1864.
R. E. Banks, et al, "N-Fluoro-Compounds. Part IV. Photochemical and Fluoride-initiated Reactions between Perfluoro-N-Fluoropiperidine and Perfluoropropene," J. Chem. Sec., Perkin Transactions I, (1972) p. 1098.
R. E. Banks, et al, "N-Halogeno Compounds. Part 9. N-Fluoroquinuclidinium Fluoride-a New Electrophilic Fluorinating Agent," J. Chem. Soc., Perkin Trans. I, (1988) p. 2805.
R. E. Banks, et al, "Polymeric Analogues of Electrophilic Fluorinating Agents of the N-F Class," J. Fluorine Chem., (1986) 34, p. 281.
S. T. Purrington, et al., "1-Fluoro-2-Pyridone: A Useful Fluorinating Reagent," J. Org. Chem., (1983) 48, p. 761.
S. T. Purrington, et al, "Selective Fluorinations with 1-Fluoro-2-Pyridone," J. Fluorine Chem., (1984), p. 43.
E. Differding, et al., "New Fluorinating Reagents. I. The First Enantioselective Fluorination Reaction," Tetrahedron Lett. (1988) 29, p. 6087.
R. E. Banks, et al, "N-Halogeno-Compounds. Part 10, N-Fluoroquinuclidinium Triflate" J. Fluorine Chemistry, (1988), 41, p. 297.
I. V. Vigalok, et al., "Salts of Organic Fluoronitrogen 1-Fluoro-1-Alkyl-2,2,6,6-Tetramethylpiperidinium Cation," J. Org. Chem., USSR, (1983) 19, p. 1203.
T. 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, (1986), p. 3271.
T. Umemoto et al, "N-Fluoropyridinium Triflate and its Derivatives: Useful Fluorinating Agents," Tetrahedron Letters, vol. 27, (1986), p. 4465.
T. Umemoto, et al., ".alpha.-Fluorination of Sulfides with N-Fluoropyridinium Triflates," Bull. Chem. Soc. Jpn., (1986) vol. 59, p. 3625.
S. T. Purrington, et al, "The Application of Elemental Fluorine in Organic Synthesis," Chem. Rev. 1986, 86, p. 997.
G. G. Furin, "Some Electrophilic Fluorination Agents," Eds. L. German and S. Zemskov, Springer-Verlag Berlin, 1986, pp. 35-68.
J. Foropoulos, Jr., et al., "Synthesis, Properties, and Reactions of Bis(Trifluoromethyl)Sulfonyl) Imide, (CF.sub.3 SO.sub.2).sub.2 NH"; Inorg. Chem. (1984), 23, p. 3720.
R. E. Banks, et al., "Heterocyclic Polyfluoro-Compounds. Part X. Nucleophilic Substitution in Tetrafluoropyrimidine", J. Chem. Soc., Section C, (1967) p. 1822.

Affiliated with

Also associated with

Rating

Fluorinated sulfonamide derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Fluorinated sulfonamide derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Fluorinated sulfonamide derivatives will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2313129