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Trifluoromethylthiolative spirocyclization of biaryl ynones without leaving groups on the para-position of dearomatized aryl rings†
Sijin Wang,Huijuan Jia,Beibei Chen,Feng Zhu,Zhongyang Huo
New Journal of Chemistry Pub Date : 05/21/2022 00:00:00 , DOI:10.1039/D2NJ01056A
Abstract

A direct and efficient strategy for the oxidative spirocyclization of biaryl ynones has been developed, where nonsubstituted groups were on the para-position of the dearomatized aryl rings. This cascade reaction uses the stable and readily available AgSCF3 as a trifluoromethylthio radical precursor and the reaction occurs smoothly in the presence of K2S2O8 and TBHP via a 6-exo-trig radical cyclization, providing a variety of SCF3-containing spiro[5,5]trienones in good yields.

Graphical abstract: Trifluoromethylthiolative spirocyclization of biaryl ynones without leaving groups on the para-position of dearomatized aryl rings
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