Beilstein Journal of Organic Chemistry (Dec 2020)

Amine–borane complex-initiated SF5Cl radical addition on alkenes and alkynes

  • Audrey Gilbert,
  • Pauline Langowski,
  • Marine Delgado,
  • Laurent Chabaud,
  • Mathieu Pucheault,
  • Jean-François Paquin

DOI
https://doi.org/10.3762/bjoc.16.256
Journal volume & issue
Vol. 16, no. 1
pp. 3069 – 3077

Abstract

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The SF5Cl radical addition on unsaturated compounds was performed using an air-stable amine–borane complex as the radical initiator. This method showed to be complementary to the classic Et3B-mediated SF5Cl addition on alkenes and alkynes. A total of seven alkene and three alkyne derivatives were tested in the reaction, with yields ranging from 3% to 85%.

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