Sulfonic acid based cation-exchange resin

A novel proton source for one-pot diazotization-iodination of aromatic amines in water

Victor D. Filimonov, Nadya I. Semenischeva, Elena A. Krasnokutskaya, Alexei N. Tretyakov, Yun Hwang Ho, Ki Whan Chi

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

A convenient and simple one-pot method for the preparation of iodoarenes at room temperature has been developed, by sequential diazotization-iodination of aromatic amines with NaNO2/KI in the presence of a sulfonic acid based cation-exchange resin in water. This inexpensive, noncorrosive and eco-friendly synthetic route is general in nature and allows for the preparation of iodoarenes with an electron-donating or -withdrawing group in various positions from the corresponding amines in 50-98% yields.

Original languageEnglish
Pages (from-to)185-187
Number of pages3
JournalSynthesis
Issue number2
DOIs
Publication statusPublished - 17 Jan 2008

Fingerprint

Cation Exchange Resins
Sulfonic Acids
Amines
Protons
Ion exchange
Resins
Positive ions
Acids
Water
Electrons
Temperature

Keywords

  • Aromatic amines
  • Cation-exchange resin
  • Diazotization
  • Iodoarenes
  • Potassium iodide
  • Sodium nitrite

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Sulfonic acid based cation-exchange resin : A novel proton source for one-pot diazotization-iodination of aromatic amines in water. / Filimonov, Victor D.; Semenischeva, Nadya I.; Krasnokutskaya, Elena A.; Tretyakov, Alexei N.; Ho, Yun Hwang; Chi, Ki Whan.

In: Synthesis, No. 2, 17.01.2008, p. 185-187.

Research output: Contribution to journalArticle

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