m-Iodosylbenzoic acid, a tagged hypervalent iodine reagent for the iodo-functionalization of alkenes and alkynes

Mekhman S. Yusubov, Roza Ya Yusubova, Andreas Kirschning, Joo Yeon Park, Ki Whan Chi

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

An efficient and facile method for the iodo-functionalization of alkenes 5 and alkynes 6 by using recyclable m-iodosylbenzoic acid (2) was developed. The final products can be easily isolated without any chromatographic purification by simple treatment of the crude mixture with an anionic exchange resin. Unreacted m-iodosylbenzoic acid and reduced m-iodobenzoic acid are effectively recovered from the resin by acidification with hydrochloric acid.

Original languageEnglish
Pages (from-to)1506-1509
Number of pages4
JournalTetrahedron Letters
Volume49
Issue number9
DOIs
Publication statusPublished - 25 Feb 2008

Fingerprint

Iodobenzoates
Alkynes
Hydrochloric Acid
Alkenes
Iodine
Resins
Acids
Acidification
Purification
2-iodosobenzoic acid

Keywords

  • Alkenes
  • Alkynes
  • Hypervalent iodine
  • Iodination
  • m-Iodosobenzoic acid
  • Scavenger

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

m-Iodosylbenzoic acid, a tagged hypervalent iodine reagent for the iodo-functionalization of alkenes and alkynes. / Yusubov, Mekhman S.; Yusubova, Roza Ya; Kirschning, Andreas; Park, Joo Yeon; Chi, Ki Whan.

In: Tetrahedron Letters, Vol. 49, No. 9, 25.02.2008, p. 1506-1509.

Research output: Contribution to journalArticle

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AU - Park, Joo Yeon

AU - Chi, Ki Whan

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