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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 17
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Original Articles

Regioselective Iodination of Arenes Using Iodine/NaBO3 · 4H2O System in Ionic Liquid

Sachin V. Bhilare Department of Chemistry, Institute of Science, Mumbai, India
,
Amol R. Deorukhkar Department of Chemistry, Shivaji University, Vidyanagar, Kolhapur, India
,
Nitin B. Darvatkar Department of Chemistry, Institute of Science, Mumbai, India
&
Manikrao M. Salunkhe Department of Chemistry, Shivaji University, Vidyanagar, Kolhapur, IndiaCorrespondence[email protected]
Pages 2881-2888 | Received 13 Jan 2008, Published online: 28 Aug 2008
 
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Abstract

A mild, efficient, and simple protocol was developed for iodination of arenes and heterocyclic compounds with molecular iodine catalyzed by sodium perborate in ionic liquid. The methodology offered iodoarenes in good to excellent yields at room temperature. The protocol proved to be highly selective, as a single isomer was formed exclusively in most of the substrates.

ACKNOWLEDGMENTS

S. V. B., A. R. D., and N. B. D. are thankful to the Council of Scientific and Industrial Research New Delhi for the award of senior research fellowships and financial support.

Notes

a The product were characterized by 1H NMR, IR, MS, and comparison with authentic samples.

b Isolated yields.

c The ortho-para ratio was determined by GC-MS.

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