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Base Metal-Catalyzed Direct Olefinations of Alcohols with Sulfones

[Image: see text] Herein, a base-metal nickel-catalyzed direct olefination of alcohols with sulfones is reported. The reaction operates under low catalyst loading and does not require an external redox reagent. A wide range of trans-stilbenes and styrenes were synthesized in good yields and selectiv...

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Detalles Bibliográficos
Autores principales: Waiba, Satyadeep, Das, Animesh, Barman, Milan K., Maji, Biplab
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648817/
https://www.ncbi.nlm.nih.gov/pubmed/31459819
http://dx.doi.org/10.1021/acsomega.9b00567
Descripción
Sumario:[Image: see text] Herein, a base-metal nickel-catalyzed direct olefination of alcohols with sulfones is reported. The reaction operates under low catalyst loading and does not require an external redox reagent. A wide range of trans-stilbenes and styrenes were synthesized in good yields and selectivities. Biologically active stilbene DMU-212 could also be synthesized in a single step under these conditions. Mechanistic studies involving kinetic isotope effect, deuterium labeling experiments, and catalytic and stoichiometric reactions with possible catalytic intermediates were performed to elucidate a plausible mechanism.