January 3, 2018 Journal article Open Access

Guojiao Wu and Axel Jacobi von Wangelin

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{"@context":"https://schema.org/","@id":"http://doi.org/10.25592/uhhfdm.684","@type":"ScholarlyArticle","creator":[{"@type":"Person","name":"Guojiao Wu and Axel Jacobi von Wangelin"}],"datePublished":"2018-01-03","description":"<p>Stereoselective additions of highly functionalized reagents to available unsaturated hydrocarbons are an<br>\nattractive synthetic tool due to their high atom economy, modularity, and rapid generation of<br>\ncomplexity. We report efficient cobalt-catalyzed (E)-halofluoroalkylations of alkynes/alkenes that enable<br>\nthe construction of densely functionalized, stereodefined fluorinated hydrocarbons. The mild conditions<br>\n(2 mol% cat., 20 C, acetone/water, 3 h) tolerate various functional groups, i.e. halides, alcohols,<br>\naldehydes, nitriles, esters, and heteroarenes. This reaction is the first example of a highly stereoselective<br>\ncobalt-catalyzed halo-fluoroalkylation. Unlike related cobalt-catalyzed reductive couplings and Hecktype<br>\nreactions, it operates via a radical chain mechanism involving terminal halogen atom transfer which<br>\nobviates the need for a stoichiometric sacrificial reductant.</p>","headline":"Stereoselective cobalt-catalyzed halofluoroalkylation of alkynes","identifier":"http://doi.org/10.25592/uhhfdm.684","image":"https://zenodo.org/static/img/logos/zenodo-gradient-round.svg","inLanguage":{"@type":"Language","alternateName":"eng","name":"English"},"license":"https://creativecommons.org/licenses/by/4.0/legalcode","name":"Stereoselective cobalt-catalyzed halofluoroalkylation of alkynes","url":"https://www.fdr.uni-hamburg.de/record/684"}