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Synfacts 2008(5): 0543-0543  
DOI: 10.1055/s-2008-1072556
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

m-Iodosylbenzoic Acid Mediated Iodo-Functionalization

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada
M. S. Yusubov*, R. Ya. Yusubova, A. Kirschning*, J. Y. Park, K.-W. Chi*
The Siberian State Medical University and The Tomsk Polytechnic University, Tomsk, Russia; Leibniz Universität Hannover, Germany; University of Ulsan, Korea
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Publication History

Publication Date:
23 April 2008 (online)

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Significance

Iodomethylation and iodohydroxylation of alkenes and alkynes mediated by m-iodosylbenzoic acid 1 were described. Thus, the reaction of alkenes 2 (0.3 mmol) was performed with 1 (0.11 mmol) and I2 (0.10 mmol) in MeOH to give the corresponding products 3 and m-iodobenzoic acid 4. The oxidation of 6 with I2 and H2O in MeCN was promoted by 1 to give 7. Alkynes 8 underwent the double iodoalkoxylation, successively, under similar conditions to give 9.