1039395-87-3Relevant articles and documents
Visible-light-mediated selective thiocyanation/ipso-cyclization/oxidation cascade for the synthesis of thiocyanato-containing azaspirotrienediones
Chen, Yuan,Chen, Yu-Jue,Guan, Zhi,He, Yan-Hong
supporting information, (2019/11/26)
A visible-light-mediated metal-free thiocyanate radical addition/ipso-cyclization/oxidation cascade reaction for the synthesis of thiocyanato-containing azaspirotrienediones from N-phenylpropynamides is described. Cheap and readily available ammonium thiocyanate was used as a precursor to the thiocyanate free radical, which undergoes a radical addition reaction with the alkyne, followed by selective ipso-cyclization and oxidation to afford the dearomatized products. No product of ortho-cyclization was detected. The reaction completes the synthesis of C–S, C–C, and C[dbnd]O bonds in one pot, with abundant and renewable air oxygen as the sole sacrificial reagent and oxygen source.