Metal-Free sp<sup>3</sup> C-SCF<sub>3</sub> Coupling Reactions between Cycloketone Oxime Esters and <i>S</i>-trifluoromethyl 4-Methylbenzenesulfonothioate
Xia Zhao, Miaomiao Tian, Liangshuo Ji, Junjie Liu, Kui Lu
Abstract
A novel sp3 C-SCF3 coupling reaction between cycloketone oxime esters and S-trifluoromethyl 4-methylbenzenesulfonothioate was achieved. Ethanol was found to facilitate this transformation by trapping the sulfonyl cation. The metal-free and photocatalyst-free reaction conditions, as well as the broad substrate scope, make this a green protocol for the synthesis of SCF3-substituted nitriles.
Topics & Concepts
ChemistryTrifluoromethylOximeSulfonylSubstrate (aquarium)Coupling reactionMetalMedicinal chemistryComputational chemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalysisOceanographyGeologyAlkylSulfur-Based Synthesis TechniquesFluorine in Organic ChemistryRadical Photochemical Reactions