January 3, 2018 Journal article Open Access

Guojiao Wu and Axel Jacobi von Wangelin

Citation Style Language JSON Export

{"DOI":"10.25592/uhhfdm.684","abstract":"<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>","author":[{"family":"Guojiao Wu and Axel Jacobi von Wangelin"}],"id":"684","issued":{"date-parts":[[2018,1,3]]},"language":"eng","title":"Stereoselective cobalt-catalyzed halofluoroalkylation of alkynes","type":"article-journal"}