An Improved Process for the Preparation of an ?,?-Difluorosulfonylisoxazoline Herbicide

Authors

  • Chantal Belie Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Andrew Plant Syngenta Crop Protection AG, CH-4002 Basel, Switzerland
  • Nick Mulholland Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Matthew McLachlan Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Derek McCormack Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Adrian Longstaff Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Tony Kozakiewicz Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Andy Knee Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Katharine Ingram Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Myriem El Qacemi Syngenta Crop Protection Münchwilen AG, Schaffhauserstrasse, CH-4332 Stein, Switzerland. myriem.el_qacemi@syngenta.com
  • Martin Diggelmann Syngenta Crop Protection AG, CH-4002 Basel, Switzerland
  • Jonathan Dallimore Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Anne Dalençon Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Eric Clarke Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • Jutta Boehmer Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK
  • John Williams Syngenta Crop Protection, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK

DOI:

https://doi.org/10.2533/chimia.2014.442

Keywords:

Defluorinative silylation, Herbicide, Process chemistry

Abstract

An efficient synthesis of a difluorosulfone-containing herbicide has been achieved by selective reductive silylation of a symmetrical bis(trifluoromethyl)-1,2,3-triazole. Subsequently, a fluoride-induced reaction led to a difluoromethyl anion equivalent, which was reacted with a sulfur electrophile leading ultimately to the key difluorosulfide moiety.
CHIMIA Vol. 68 No. 6 (2014): Fluorine Chemistry

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Published

2014-06-26

Issue

Vol. 68 No. 6 (2014): Fluorine Chemistry

Section

Scientific Articles

License

Copyright (c) 2014 Swiss Chemical Society

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.

How to Cite

[1]
C. Belie, A. Plant, N. Mulholland, M. McLachlan, D. McCormack, A. Longstaff, T. Kozakiewicz, A. Knee, K. Ingram, M. E. Qacemi, M. Diggelmann, J. Dallimore, A. Dalençon, E. Clarke, J. Boehmer, J. Williams, Chimia 2014, 68, 442, DOI: 10.2533/chimia.2014.442.