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Synthesis 2022; 54(05): 1413-1421
DOI: 10.1055/s-0040-1719856
DOI: 10.1055/s-0040-1719856
paper
Hydrohalogenation of Unactivated Alkenes Using a Methanesulfonic Acid/Halide Salt Combination
This work was supported by the Natural Sciences and Engineering Research Council of Canada, and Université Laval.
Abstract
The hydrochlorination, hydrobromination, and hydroiodination of unactivated alkenes using methanesulfonic acid and inorganic halide salts (CaCl2, LiBr, LiI) in acetic acid are reported. This approach uses readily available and inexpensive reagents to provide the alkyl halides in up to 99% yield. An example of deuteriochlorination using deuterated acetic acid as the solvent is also demonstrated.
Key words
hydrohalogenation - alkyl halides - deuteriohalogenation - alkenes - synthetic methodology - addition reactionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1719856.
- Supporting Information
Publication History
Received: 13 September 2021
Accepted: 12 October 2021
Article published online:
22 November 2021
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