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Polycyclic Aromatic Compounds Volume 42, 2022 - Issue 7
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Research Articles

An Efficient and Convenient Approach for Synthesizing Iodohydrin and Iodoether from Aromatic Alkenes Using Hg(BF4)2.SiO2 and I2

Nouraddin Hosseinzadeha Laboratory of Organic Synthesis and Natural Products, Department of Chemistry, Sharif University of Technology, Azadi Street, Tehran, IranCorrespondence[email protected] [email protected]
,
Seyyed Rasul Mousavib Department of Basic Sciences, Farhangian University, Tehran, Iran
,
Yavar Ahmadib Department of Basic Sciences, Farhangian University, Tehran, Iran
,
Nasim Batooeic Medical Biology Research Center, Medical School, Kermanshah University of Medical Sciences, Kermanshah, Iran
,
Zahra Sotoudehnia Korranid Medical Education Development Center, Sirjan School of Medical Sciences, Sirjan, Iran
&
Mohammad Mahdavie Endocrinology & Metabolism Research Institute (EMRI), Tehran University of Medical Sciences, Tehran, Iran
Pages 3975-3983 | Received 02 Dec 2020, Accepted 12 Jan 2021, Published online: 08 Feb 2021
 
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Abstract

A new and simple method for synthesizing iodohydrins and iodoethers from aromatic alkenes is described. Iodohydrins and iodoether derivatives were prepared in excellent yield using Mercury(II) tetrafluoroborate (Hg(BF4)2.SiO2)/I2 in aqueous THF or alcohols (methanol, iso-propanol and tert-butanol). The reactions take place at room temperature, short reaction times, and high regioselectivity, following Markovnikov fashion.

Graphical Abstract

Acknowledgments

We thank the Institute for Advanced Studies in Basic Science (IASBS) for financial support of this work.

Disclosure statement

On behalf of all authors, the corresponding author states that there is no conflict of interest.

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