Open AccessA Cyanide‐Free Synthesis of Acylcyanides through Ru‐Catalyzed C(sp 3 )‐H‐Oxidation of Benzylic Nitriles
Author(s) -
Eisele Pascal,
Bauder Michael,
Hsu ShihFan,
Plietker Bernd
Publication year - 2019
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.201900130
Subject(s) - cyanide , silanes , chemistry , catalysis , condensation , combinatorial chemistry , organic chemistry , silane , physics , thermodynamics
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.