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Efficient synthesis of 3-alkoxy-4,4-difluoropiperidines

(2009) SYNLETT. p.1933-1936
Author
Organization
Abstract
Fluorinated piperidines bearing an additional functional group at the heterocyclic ring are important building blocks for use in agrochemical or pharmaceutical chemistry. Therefore, for the first time 3-alkoxy-4,4-difluoropiperidines were synthesized by deoxofluorination of 3-alkoxy-4-piperidinones with morpholino-sulfur trifluoride and were selectively N- and O-deprotected. In addition, the oxidation of 4,4-difluoro-3,3-dihydroxypiperidine resulted in the interesting 4,4-difluoro-3,3-dihydroxypiperidine.
Keywords
4, deoxofluorination, 4-difluoropiperidines, MEDICINAL CHEMISTRY, FLUORINE, PHARMACEUTICALS, piperidines, ketones, fluorine

Citation

Please use this url to cite or link to this publication:

MLA
Surmont, Riccardo, et al. “Efficient Synthesis of 3-Alkoxy-4,4-Difluoropiperidines.” SYNLETT, no. 12, 2009, pp. 1933–36, doi:10.1055/s-0029-1217533.
APA
Surmont, R., Verniest, G., De Weweire, A., Thuring, J. W., Macdonald, G., Deroose, F., & De Kimpe, N. (2009). Efficient synthesis of 3-alkoxy-4,4-difluoropiperidines. SYNLETT, (12), 1933–1936. https://doi.org/10.1055/s-0029-1217533
Chicago author-date
Surmont, Riccardo, Guido Verniest, Arvid De Weweire, Jan Willem Thuring, Gregor Macdonald, Frederik Deroose, and Norbert De Kimpe. 2009. “Efficient Synthesis of 3-Alkoxy-4,4-Difluoropiperidines.” SYNLETT, no. 12: 1933–36. https://doi.org/10.1055/s-0029-1217533.
Chicago author-date (all authors)
Surmont, Riccardo, Guido Verniest, Arvid De Weweire, Jan Willem Thuring, Gregor Macdonald, Frederik Deroose, and Norbert De Kimpe. 2009. “Efficient Synthesis of 3-Alkoxy-4,4-Difluoropiperidines.” SYNLETT (12): 1933–1936. doi:10.1055/s-0029-1217533.
Vancouver
1.
Surmont R, Verniest G, De Weweire A, Thuring JW, Macdonald G, Deroose F, et al. Efficient synthesis of 3-alkoxy-4,4-difluoropiperidines. SYNLETT. 2009;(12):1933–6.
IEEE
[1]
R. Surmont et al., “Efficient synthesis of 3-alkoxy-4,4-difluoropiperidines,” SYNLETT, no. 12, pp. 1933–1936, 2009.
@article{852224,
  abstract     = {{Fluorinated piperidines bearing an additional functional group at the heterocyclic ring are important building blocks for use in agrochemical or pharmaceutical chemistry. Therefore, for the first time 3-alkoxy-4,4-difluoropiperidines were synthesized by deoxofluorination of 3-alkoxy-4-piperidinones with morpholino-sulfur trifluoride and were selectively N- and O-deprotected. In addition, the oxidation of 4,4-difluoro-3,3-dihydroxypiperidine resulted in the interesting 4,4-difluoro-3,3-dihydroxypiperidine.}},
  author       = {{Surmont, Riccardo and Verniest, Guido and De Weweire, Arvid and Thuring, Jan Willem and Macdonald, Gregor and Deroose, Frederik and De Kimpe, Norbert}},
  issn         = {{0936-5214}},
  journal      = {{SYNLETT}},
  keywords     = {{4,deoxofluorination,4-difluoropiperidines,MEDICINAL CHEMISTRY,FLUORINE,PHARMACEUTICALS,piperidines,ketones,fluorine}},
  language     = {{eng}},
  number       = {{12}},
  pages        = {{1933--1936}},
  title        = {{Efficient synthesis of 3-alkoxy-4,4-difluoropiperidines}},
  url          = {{http://dx.doi.org/10.1055/s-0029-1217533}},
  year         = {{2009}},
}

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