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A Cyanide-Free Synthesis of Acylcyanides through Ru-Catalyzed C(sp³)-H-Oxidation of Benzylic Nitriles.

ABSTRACT: 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.

SUBMITTER: Eisele P

PROVIDER: S-EPMC6547944 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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A Cyanide-Free Synthesis of Acylcyanides through Ru-Catalyzed C(sp3)-H-Oxidation of Benzylic Nitriles.

Eisele Pascal P Bauder Michael M Hsu Shih-Fan SF Plietker Bernd B

ChemistryOpen 20190425 6

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 s ...[more]

PMID: 31172005

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