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Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound

Monoallylation and monoalkylation of diketones and β-keto esters with allylic and benzylic alcohols catalysed by [Cp*Co(CH(3)CN)(3)][SbF(6)](2) (I) are reported. The method does not require any additive and affords regioselective products. The mechanistic investigations were done by in situ(1)H NMR...

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Detalles Bibliográficos
Autores principales: Chandra Sau, Mohan, Mandal, Smita, Bhattacharjee, Manish
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695336/
https://www.ncbi.nlm.nih.gov/pubmed/35423451
http://dx.doi.org/10.1039/d0ra09778k
Descripción
Sumario:Monoallylation and monoalkylation of diketones and β-keto esters with allylic and benzylic alcohols catalysed by [Cp*Co(CH(3)CN)(3)][SbF(6)](2) (I) are reported. The method does not require any additive and affords regioselective products. The mechanistic investigations were done by in situ(1)H NMR spectroscopy as well as control experiments. It has been shown that reactions proceed via η(3)-allyl complex formation or ally ether intermediate. The alkylation takes place via only ether intermediate. The resulting allylated and alkylated products have been used for the synthesis of eleven new trisubstituted pyrazoles and one pyrazolone.