Catalytic cascade synthesis of cyanohydrin esters via water/O2-induced cyanide transfer from K3Fe(CN)6

The copper-catalyzed α-oxygenation of aryl benzyl ketones is merged with a unique water/O2-induced release of cyanide ions from K3Fe(CN)6 and a benzil-cyanide reaction. This strategy gives expedient access to cyanohydrin esters starting directly from broadly accessible aryl benzyl ketones. The cyani...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2023-09, Vol.59 (77), p.11544-11547
Hauptverfasser: Singh, Anupam Kumar, Shivani Singh Chauhan, Bhadra, Sukalyan
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Sprache:eng
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Zusammenfassung:The copper-catalyzed α-oxygenation of aryl benzyl ketones is merged with a unique water/O2-induced release of cyanide ions from K3Fe(CN)6 and a benzil-cyanide reaction. This strategy gives expedient access to cyanohydrin esters starting directly from broadly accessible aryl benzyl ketones. The cyanide release strategy was further integrated with a copper catalyzed oxygenation-decarbonylation sequence to produce cyanohydrin esters from 1,3-diketones.
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc02743k