NaIO4/KI/NaCl: a new reagent system for iodination of activated aromatics through in situ generation of iodine monochloride

A new reagent system consisting of NaIO4/KI/NaCl in aq AcOH has been found to be effective in iodinating a variety of activated aromatic substrates via in situ-generated iodine monochloride, to furnish iodoaromatics in excellent yields. This iodination procedure has been applied successfully for a c...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 47; no. 28; pp. 4793 - 4796
Main Authors Emmanuvel, Lourdusamy, Shukla, Ravi Kant, Sudalai, Arumugam, Gurunath, Suryavanshi, Sivaram, Swaminathan
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 12.07.2006
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
HALIDES
MILD
PALLADIUM
ACID
ARENES
OXIDATIVE IODINATION
HALOGENATION
COMBINATION
EFFICIENT
N-IODOSUCCINIMIDE
Online AccessGet full text

Cover

More Information
Summary:A new reagent system consisting of NaIO4/KI/NaCl in aq AcOH has been found to be effective in iodinating a variety of activated aromatic substrates via in situ-generated iodine monochloride, to furnish iodoaromatics in excellent yields. This iodination procedure has been applied successfully for a cost-effective synthesis of 3,3'-diaminobenzidine, a key intermediate for preparing proton conducting membranes for fuel cell applications, with high yield and a purity of 99.7%. (c) 2006 Elsevier Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2006.05.062