Misc.

1998

Facile synthesis of α-fluoroalkyl sulfides under the oxidative desulfurization-fluorination conditions

Bulletin of the Chemical Society of Japan
  • S. Furuta
  • ,
  • M. Kuroboshi
  • ,
  • T. Hiyama

Volume
71
Number
11
First page
2687
Last page
2694
Language
English
Publishing type
DOI
10.1246/bcsj.71.2687
Publisher
Chemical Society of Japan

Upon treatment with n-Bu4NH2F3 and 1,3-dibromo-5,5- dimethylhydantoin, various organic sulfides underwent a Pummerer-type rearrangement, followed by fluorination, to give α-fluoro sulfides. The fluoro-Pummerer rearrangement, when applied to RCH(SMe)CF2SMe, gave trifluoro sulfides RCF(SMe)CF2SMe. When an HF-pyridine reagent was used as the fluorinating agent, an oxidative desulfurization-fluorination reaction occurred depending on the structure of the substrates.

Link information
DOI
https://doi.org/10.1246/bcsj.71.2687
ID information
  • DOI : 10.1246/bcsj.71.2687
  • ISSN : 0009-2673
  • SCOPUS ID : 0031765071

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