Jump to main content
Jump to site search

Issue 54, 2016
Previous Article Next Article

Preparation of difluoromethylthioethers through difluoromethylation of disulfides using TMS-CF2H

Author affiliations

Abstract

We report an operationally simple, metal-free approach for the late-stage introduction of the important lipophilic hydrogen-bond donor motif, SCF2H. This reaction converts diaryl- and dialkyl-disulfides into the corresponding aryl/alkyl–SCF2H through the nucleophilic transfer of a difluoromethyl group with good functional group tolerance. This method is notable for its use of commercially available TMSCF2H, and does not rely on the need for handling of sensitive metal complexes.

Graphical abstract: Preparation of difluoromethylthioethers through difluoromethylation of disulfides using TMS-CF2H

Back to tab navigation

Supplementary files

Article information


Submitted
30 Mar 2016
Accepted
07 Jun 2016
First published
07 Jun 2016

This article is Open Access

Chem. Commun., 2016,52, 8448-8451
Article type
Communication
Author version available

Preparation of difluoromethylthioethers through difluoromethylation of disulfides using TMS-CF2H

J. L. Howard, C. Schotten, S. T. Alston and D. L. Browne, Chem. Commun., 2016, 52, 8448
DOI: 10.1039/C6CC02693A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

Reproduced material should be attributed as follows:

  • For reproduction of material from NJC:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
  • For reproduction of material from PCCP:
    [Original citation] - Published by the PCCP Owner Societies.
  • For reproduction of material from PPS:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
  • For reproduction of material from all other RSC journals:
    [Original citation] - Published by The Royal Society of Chemistry.

Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.


Social activity

Search articles by author

Spotlight

Advertisements