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New synthesis of 3-Fluoropyrroles

(2009) JOURNAL OF ORGANIC CHEMISTRY. 74(3). p.1377-1380
Author
Organization
Abstract
5-Alkoxymethyl-2-aryl-3-fluoro-1H-pyrroles and 2-aryl-3-fluoro-1H-pyrrole-5-carbaldehydes were efficiently prepared from the corresponding 2-aryl-5-(bromomethyl)-1-pyrrolines via electrophilic α,α-difluorination of the imino bond, using Selectfluor (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bistetrafluoroborate) and subsequent aromatization by dehydrofluorination. This methodology provides a new and easy entry toward various new 3-fluorinated pyrroles.
Keywords
FLUORINATION, BETA-FLUOROPYRROLES, DERIVATIVES, PRECURSORS

Citation

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Chicago
Surmont, Riccardo, Guido Verniest, Filip Colpaert, Gregor Macdonald, Jan Willem Thuring, Frederik Deroose, and Norbert De Kimpe. 2009. “New Synthesis of 3-Fluoropyrroles.” Journal of Organic Chemistry 74 (3): 1377–1380.
APA
Surmont, R., Verniest, G., Colpaert, F., Macdonald, G., Thuring, J. W., Deroose, F., & De Kimpe, N. (2009). New synthesis of 3-Fluoropyrroles. JOURNAL OF ORGANIC CHEMISTRY, 74(3), 1377–1380.
Vancouver
1.
Surmont R, Verniest G, Colpaert F, Macdonald G, Thuring JW, Deroose F, et al. New synthesis of 3-Fluoropyrroles. JOURNAL OF ORGANIC CHEMISTRY. 2009;74(3):1377–80.
MLA
Surmont, Riccardo, Guido Verniest, Filip Colpaert, et al. “New Synthesis of 3-Fluoropyrroles.” JOURNAL OF ORGANIC CHEMISTRY 74.3 (2009): 1377–1380. Print.
@article{526998,
  abstract     = {5-Alkoxymethyl-2-aryl-3-fluoro-1H-pyrroles and 2-aryl-3-fluoro-1H-pyrrole-5-carbaldehydes were efficiently prepared from the corresponding 2-aryl-5-(bromomethyl)-1-pyrrolines via electrophilic \ensuremath{\alpha},\ensuremath{\alpha}-difluorination of the imino bond, using Selectfluor (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bistetrafluoroborate) and subsequent aromatization by dehydrofluorination. This methodology provides a new and easy entry toward various new 3-fluorinated pyrroles.},
  author       = {Surmont, Riccardo and Verniest, Guido and Colpaert, Filip and Macdonald, Gregor and Thuring, Jan Willem and Deroose, Frederik and De Kimpe, Norbert},
  issn         = {0022-3263},
  journal      = {JOURNAL OF ORGANIC CHEMISTRY},
  language     = {eng},
  number       = {3},
  pages        = {1377--1380},
  title        = {New synthesis of 3-Fluoropyrroles},
  url          = {http://dx.doi.org/10.1021/jo802272n},
  volume       = {74},
  year         = {2009},
}

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