Electrolytic partial fluorination of organic compounds. Part 48: Anodic fluorination of 2-cyano-1-methylpyrrole

T Tajima, H Ishii, T Fuchigami

Index: Tajima, Toshiki; Ishii, Hideki; Fuchigami, Toshio Tetrahedron Letters, 2001 , vol. 42, # 29 p. 4857 - 4860

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Citation Number: 17

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.