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Trifluoromethylthiolation-arylation of diazocarbonyl compounds by modified Hooz multicomponent coupling
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
Rekke forfattare: 32019 (engelsk)Inngår i: Chemical Science, ISSN 2041-6520, E-ISSN 2041-6539, Vol. 10, nr 23, s. 5990-5995Artikkel i tidsskrift (Fagfellevurdert) 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.

sted, utgiver, år, opplag, sider
2019. Vol. 10, nr 23, s. 5990-5995
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URN: urn:nbn:se:su:diva-171109DOI: 10.1039/c9sc00829bISI: 000471133800014OAI: oai:DiVA.org:su-171109DiVA, id: diva2:1342889
Tilgjengelig fra: 2019-08-14 Laget: 2019-08-14 Sist oppdatert: 2019-08-14bibliografisk kontrollert

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