Electrolytic partial fluorination of organic compounds. Part 48

Anodic fluorination of 2-cyano-1-methylpyrrole

Toshiki Tajima, Hideki Ishii, Toshio Fuchigami

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Anodic fluorination of 2-cyano-1-methylpyrrole using Et3N·2HF in an undivided cell provided the corresponding 5-fluoropyrrole and 2,5,5-trifluoro-1-methyl-3-pyrrolin-2-carbonitrile while the use of Et3N·3HF afforded selectively the latter product, which was readily hydrolyzed to isolable 5,5-difluoro-1-methyl-3-pyrroline-2-one. This is the first report of successful anodic fluorination of a pyrrole derivative.

Original languageEnglish
Pages (from-to)4857-4860
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number29
DOIs
Publication statusPublished - 2001 Jul 16
Externally publishedYes

Fingerprint

Fluorination
Organic compounds
Pyrroles
Derivatives
N-methylpyrrole
pyrroline

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Electrolytic partial fluorination of organic compounds. Part 48 : Anodic fluorination of 2-cyano-1-methylpyrrole. / Tajima, Toshiki; Ishii, Hideki; Fuchigami, Toshio.

In: Tetrahedron Letters, Vol. 42, No. 29, 16.07.2001, p. 4857-4860.

Research output: Contribution to journalArticle

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