Transformation of Unactivated Alkenes into Iodohydrins and <i>β</i>‐Iodoethers using Iodine‐DMSO as a Reagent Combination-Reference-Cited by-同舟云学术

Transformation of Unactivated Alkenes into Iodohydrins and β‐Iodoethers using Iodine‐DMSO as a Reagent Combination

Published:2024-01-02 Issue:1 Volume:9 Page:
ISSN:2365-6549
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language:en
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Author:

Reetu Reetu¹,Gujjarappa Raghuram¹,Teli Yaqoob Ahmad¹,Patel Mayur Jagdishbhai²,Kalita Sangita¹,Dash Sonali¹,Ghanta Susanta³,Keremane Kavya S.⁴,Singh Virender⁵,El‐marghany Adel⁶,Malakar Chandi C.¹^ORCID

Affiliation:

1. Department of Chemistry National Institute of Technology Manipur Langol, Imphal 795004 Manipur India

2. Department of Chemistry Indian Institute of Technology Guwahati Guwahati 781 039 Assam India

3. Department of Chemistry National Institute of Technology Agartala Agartala Tripura 799046 India

4. Materials Research Institute The Pennsylvania State University University Park PA-16802 United States

5. Department of Chemistry Central University of Punjab Bathinda 151001 Punjab India

6. Department of Chemistry College of Science King Saud University P.O. Box 2455 Riyadh 11451 Saudi Arabia

Abstract

AbstractA combination of reagents using I2 and DMSO has been established for the selective transformation of unactivated alkenes into iodohydrins and β‐iodoethers. The developed approach was served by the dual roles of DMSO as an oxidant as well as a hydroxylating agent under different solvent systems at 85 °C. The developed method holds an operational simplicity and is consistent with wide range of substituted alkenes to deliver iodohydrins and β‐iodoethers in yields up to 86 %. The formation of iodohydrins are selective in MeCN as solvent and the course of the reaction was examined by GC‐MS studies and DFT method.

Publisher

Wiley

Subject

General Chemistry

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