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Trifluoromethylthiolation-arylation of diazocarbonyl compounds by modified Hooz multicomponent coupling
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Number of Authors: 32019 (English)In: Chemical Science, ISSN 2041-6520, E-ISSN 2041-6539, Vol. 10, no 23, p. 5990-5995Article in journal (Refereed) Published
Abstract [en]

A new Zn-mediated trifluoromethylthiolation-based bifunctionalization reaction is developed. In this process, simultaneous C-SCF3 and C-C bond formation takes place in a multicomponent reaction, in which an aryl and a SCF3 group arise from different reagents. Our studies show that the reaction mechanism is similar to the Hooz multicomponent coupling. The process involves in situ generation of BAr3, which reacts with a diazocarbonyl compound, and the reaction is terminated by an electrophilic SCF3 transfer. The reaction can also be extended to fluorination based bifunctionalization which proceeds with somewhat lower yield than the analogous trifluoromethylthiolation reaction.

Place, publisher, year, edition, pages
2019. Vol. 10, no 23, p. 5990-5995
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:su:diva-171109DOI: 10.1039/c9sc00829bISI: 000471133800014OAI: oai:DiVA.org:su-171109DiVA, id: diva2:1342889
Available from: 2019-08-14 Created: 2019-08-14 Last updated: 2019-08-14Bibliographically approved

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Lübcke, MarvinSzabó, Kálmán J.
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