Download PDF
Synlett 2001; 2001(8): 1269-1271
DOI: 10.1055/s-2001-16063
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Indirect Anodic Monofluorodesulfurization of β-Phenylsulfenyl β-lactams Using a Triarylamine Mediator

Toshio Fuchigami* , Makio Tetsu, Toshiki Tajima, Hideki Ishii
  • *Department of Electronic Chemistry, Tokyo Institute of Technology, Nagatsuta, Midori-ku, Yokohama 226-8502, Japan; Fax + 81 45 921 10 89; E-mail: fuchi@echem.titech.ac.jp
Further Information

Publication History

Publication Date:
31 December 2001 (online)

  PDF Download  Permissions and Reprints All articles of this category

Indirect anodic oxidation of β-phenylsulfenyl β-lactams was carried out using a catalytic amount of triarylamine as a mediator in acetonitrile containing fluoride ions; regioselective monofluorodesulfurization took place to give the corresponding β-fluorinated β-lactams in good yields. This is the first successful example of triarylamine-mediated anodic fluorodesulfurization.

electrochemical fluorination - fluorodesulfurization - β-lactam - mediator - fluoride salt