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Synfacts 2007(7): 0779-0779
DOI: 10.1055/s-2007-968702
DOI: 10.1055/s-2007-968702
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
Anodic Fluorination System Using Acidic Amberlyst (-SO3H)
T. Tajima*, A. Nakajima, Y. Doi, T. Fuchigami
Tokyo Institute of Technology, Yokohama, Japan
Further Information
Publication History
Publication Date:
22 June 2007 (online)
Significance
A novel anodic fluorination system was developed. Phenylthioacetic acid was fluorinated under anodic oxidation conditions with KF in the presence of Amberlyst 15 Dry and 2,6-lutidine using a platinum electrode and an undivided cell reactor to give 1 in 72%. 2,6-Lutidine×HF salt should be generated in situ by mixing KF, Amberlyst, and lutidine, which worked as both a fluorinating reagent and a supporting electrolyte. Fluorinated heterocycle 2 and biaryl 3 were obtained under similar conditions in 68% and 93%, respectively.