A novel structural reorganization of cycloketoxime esters beyond the traditional Beckmann rearrangement process has been established to build cyano-containing ketones in the presence of photocatalyst. This novel transformation is remarkable with selective C—C bond cleavage and an oxidation process enabled by DMSO used as the solvent, oxidant, and oxygen source avoiding acid, base and toxic cyanide salts as the cyano source. Further applications in late-stage modification of complex and chiral molecules have also been reported.
Zhao B., Tan H., Chen C., Jiao N., Shi Z. (2018). Photoinduced C—C Bond Cleavage and Oxidation of Cycloketoxime Esters. CHINESE JOURNAL OF CHEMISTRY, 36(11), 995-999 [10.1002/cjoc.201800206].
Photoinduced C—C Bond Cleavage and Oxidation of Cycloketoxime Esters
Zhao B.;Shi Z.
2018
Abstract
A novel structural reorganization of cycloketoxime esters beyond the traditional Beckmann rearrangement process has been established to build cyano-containing ketones in the presence of photocatalyst. This novel transformation is remarkable with selective C—C bond cleavage and an oxidation process enabled by DMSO used as the solvent, oxidant, and oxygen source avoiding acid, base and toxic cyanide salts as the cyano source. Further applications in late-stage modification of complex and chiral molecules have also been reported.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
