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Molecules 2009, 14(9), 3132-3141; doi:10.3390/molecules14093132

Iodoarylation of Arylalkynes with Molecular Iodine in the Presence of Hypervalent Iodine Reagents

Department of Chemistry and Applied Chemistry, Faculty of Science and Engineering, Saga University, Honjo-machi, Saga, 840-8502, Japan
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Author to whom correspondence should be addressed.
Received: 6 August 2009 / Revised: 18 August 2009 / Accepted: 24 August 2009 / Published: 24 August 2009
(This article belongs to the Special Issue Organic Iodine Chemistry)
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Abstract

Iodoarylation of arylacetylenes was performed using a simple reagent system composed of molecular iodine and [bis(benzoyloxy)iodo]benzene. Most arylacetylenes efficiently underwent the iodoarylation reaction with electron-rich arenes to give trans 1,1-diaryl-2-iodoethene adducts regio- and stereoselectively. As an exception, the iodoarylation of p-methoxyphenylacetylene resulted in a mixture of E- and Z-isomers of the corresponding product.
Keywords: iodoarylation; alkyne; molecular iodine; hypervalent iodine; iodoethene iodoarylation; alkyne; molecular iodine; hypervalent iodine; iodoethene
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MDPI and ACS Style

Rahman, M.A.; Kitamura, T. Iodoarylation of Arylalkynes with Molecular Iodine in the Presence of Hypervalent Iodine Reagents. Molecules 2009, 14, 3132-3141.

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