Potassium 4-iodylbenzenesulfonate (PIBS)

An efficient recyclable hypervalent iodine reagent for iodo-functionalization of alkenes, alkynes and ketones

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1 Citation (Scopus)

Abstract

Potassium 4-iodylbenzenesulfonate (PIBS) is a thermally stable and water soluble hypervalent iodine oxidant particularly useful as a recyclable reagent for oxidative iodination of alkenes, alkynes and ketones. This reagent can be effectively recovered from the reaction mixture by treatment of the aqueous layer with Oxone at 60 ºC followed by filtration of the precipitate.

Original languageEnglish
Pages (from-to)629-637
Number of pages9
JournalCurrent Organic Synthesis
Volume13
Issue number4
Publication statusPublished - 1 Aug 2016

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Alkynes
Alkenes
Ketones
Iodine
Potassium
Halogenation
Oxidants
Precipitates
Water
potassium peroxymonosulfuric acid

Keywords

  • Alkyl iodides
  • Hypervalent iodine
  • Iodination
  • Iodine
  • Iodoketones
  • Iodomethoxylation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

Cite this

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title = "Potassium 4-iodylbenzenesulfonate (PIBS): An efficient recyclable hypervalent iodine reagent for iodo-functionalization of alkenes, alkynes and ketones",
abstract = "Potassium 4-iodylbenzenesulfonate (PIBS) is a thermally stable and water soluble hypervalent iodine oxidant particularly useful as a recyclable reagent for oxidative iodination of alkenes, alkynes and ketones. This reagent can be effectively recovered from the reaction mixture by treatment of the aqueous layer with Oxone at 60 ºC followed by filtration of the precipitate.",
keywords = "Alkyl iodides, Hypervalent iodine, Iodination, Iodine, Iodoketones, Iodomethoxylation",
author = "Mironova, {Irina A.} and Yusubova, {Roza Yavidovna} and Kukurina, {Olga S.} and Yusubov, {Mekhman S.} and Zhdankin, {Viktor V.}",
year = "2016",
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journal = "Current Organic Synthesis",
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T2 - An efficient recyclable hypervalent iodine reagent for iodo-functionalization of alkenes, alkynes and ketones

AU - Mironova, Irina A.

AU - Yusubova, Roza Yavidovna

AU - Kukurina, Olga S.

AU - Yusubov, Mekhman S.

AU - Zhdankin, Viktor V.

PY - 2016/8/1

Y1 - 2016/8/1

N2 - Potassium 4-iodylbenzenesulfonate (PIBS) is a thermally stable and water soluble hypervalent iodine oxidant particularly useful as a recyclable reagent for oxidative iodination of alkenes, alkynes and ketones. This reagent can be effectively recovered from the reaction mixture by treatment of the aqueous layer with Oxone at 60 ºC followed by filtration of the precipitate.

AB - Potassium 4-iodylbenzenesulfonate (PIBS) is a thermally stable and water soluble hypervalent iodine oxidant particularly useful as a recyclable reagent for oxidative iodination of alkenes, alkynes and ketones. This reagent can be effectively recovered from the reaction mixture by treatment of the aqueous layer with Oxone at 60 ºC followed by filtration of the precipitate.

KW - Alkyl iodides

KW - Hypervalent iodine

KW - Iodination

KW - Iodine

KW - Iodoketones

KW - Iodomethoxylation

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