Electrochemical Trifluoromethylthiolation and Spirocyclization of Alkynes with AgSCF<sub>3</sub>: Access to SCF<sub>3</sub>-Containing Spiro[5,5]trienones
Wenchao Yang, Mingming Zhang, Yu Sun, Caiyun Chen, Lei Wang
Abstract
A novel and efficient strategy for trifluoromethylthiolation and dearomatization of activated alkynes with stable and readily available AgSCF3 has been developed. Reported herein is the unprecedented electrochemical generation of the SCF3 radical in the absence of persulfate for the synthesis of SCF3-containing spiro[5,5]trienones in good yields via a 6-exo-trig radical cyclization.
Topics & Concepts
ChemistryPersulfateElectrochemistryCombinatorial chemistryOrganic chemistryCatalysisPhysical chemistryElectrodeFluorine in Organic ChemistrySulfur-Based Synthesis TechniquesRadical Photochemical Reactions