A Cyanide‐Free Synthesis of Acylcyanides through Ru‐Catalyzed C(sp(3))‐H‐Oxidation of Benzylic Nitriles

A practical method for generation of acylcyanides devoid of any external cyanide sources is presented that relies on a mild Ru‐catalyzed selective C−H‐oxidation of benzylic nitriles. The starting materials are smoothly generated through condensation of the corresponding carboxylic acid amides using...

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Detalles Bibliográficos
Autores principales: Eisele, Pascal, Bauder, Michael, Hsu, Shih‐Fan, Plietker, Bernd
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6547944/
https://www.ncbi.nlm.nih.gov/pubmed/31172005
http://dx.doi.org/10.1002/open.201900130
Descripción
Sumario:A practical method for generation of acylcyanides devoid of any external cyanide sources is presented that relies on a mild Ru‐catalyzed selective C−H‐oxidation of benzylic nitriles. The starting materials are smoothly generated through condensation of the corresponding carboxylic acid amides using silanes. The obtained acylcyanides can be employed in a plethora of transformation as exemplified to some larger extend in the sequence of C−H‐oxidation‐Tischenko‐rearrangement for the generation of structurally diverse benzoyloxycyanohydrines.

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