CHIMIA (Jun 2014)

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

  • Chantal Belie,
  • Andrew Plant,
  • Nick Mulholland,
  • Matthew McLachlan,
  • Derek McCormack,
  • Adrian Longstaff,
  • Tony Kozakiewicz,
  • Andy Knee,
  • Katharine Ingram,
  • Myriem El Qacemi,
  • Martin Diggelmann,
  • Jonathan Dallimore,
  • Anne Dalençon,
  • Eric Clarke,
  • Jutta Boehmer,
  • John Williams

DOI
https://doi.org/10.2533/chimia.2014.442
Journal volume & issue
Vol. 68, no. 6

Abstract

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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.

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