Publication Date:
2017-09-29
Description:
We developed a direct vicinal difunctionalization of alkenes with iodine and TBHP at room temperature. This iodination and peroxidation in a one-pot synthesis produces 1-( tert -butylperoxy)-2-iodoethanes, which are inaccessible through conventional synthetic methods. This method generates multiple radical intermediates in situ and has excellent regioselectivity, a broad substrate scope and mild conditions. The iodine and peroxide groups of 1-( tert -butylperoxy)-2-iodoethanes have several potential applications and allow further chemical modifications, enabling the preparation of synthetically valuable molecules. Beilstein J. Org. Chem. 2017, 13, 2023–2027. doi:10.3762/bjoc.13.200
Keywords:
difunctionalization of alkenesiodineiodination–peroxidation reactionTBHP
Electronic ISSN:
1860-5397
Topics:
Chemistry and Pharmacology
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