In situ Generation of Hypervalent Iodine Reagents for the Electrophilic Chlorination of Arenes

Albert Granados, Zhiyu Jia, Marc del Olmo, Adelina Vallribera

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5 Citations (Scopus)

Abstract

© 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim Efficient metal-free methods for the electrophilic chlorination of arenes using PIFA and simple chlorine sources are reported. The in situ formation of PhI(Cl)OCOCF 3 from PIFA and KCl is proposed, which resulted in a chlorinating species for moderately activated arenes. Moreover, the in situ formation of PhICl 2 from PIFA and TMSCl resulted in an excellent approach for the chlorination of a great variety of arenes (20 examples) in high yields, even when working on a multigram scale.
Original languageEnglish
Pages (from-to)2812-2818
JournalEuropean Journal of Organic Chemistry
Volume2019
DOIs
Publication statusPublished - 8 May 2019

Keywords

  • Arenes
  • Electrophilic chlorination
  • I(III) species
  • PIFA
  • TMSCl

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