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Ni-Catalyzed Electrochemical Decarboxylative C–C Couplings in Batch and Continuous Flow

[Image: see text] An electrochemically driven, nickel-catalyzed reductive coupling of N-hydroxyphthalimide esters with aryl halides is reported. The reaction proceeds under mild conditions in a divided electrochemical cell and employs a tertiary amine as the reductant. This decarboxylative C(sp(3))–...

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Detalles Bibliográficos
Autores principales: Li, Hui, Breen, Christopher P., Seo, Hyowon, Jamison, Timothy F., Fang, Yuan-Qing, Bio, Matthew M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5838802/
https://www.ncbi.nlm.nih.gov/pubmed/29431449
http://dx.doi.org/10.1021/acs.orglett.8b00070
Descripción
Sumario:[Image: see text] An electrochemically driven, nickel-catalyzed reductive coupling of N-hydroxyphthalimide esters with aryl halides is reported. The reaction proceeds under mild conditions in a divided electrochemical cell and employs a tertiary amine as the reductant. This decarboxylative C(sp(3))–C(sp(2)) bond-forming transformation exhibits excellent substrate generality and functional group compatibility. An operationally simple continuous-flow version of this transformation using a commercial electrochemical flow reactor represents a robust and scalable synthesis of value added coupling process.