The development of new strategies for synthesis of trifluoromethylthiolate compounds is of considerable importance in pharmaceuticals, agrochemicals, and advanced materials. Accordingly, currently much attention is being devoted to the development of effective methods and reagents for their synthesis. In contrast, considerably less effort has been afforded to the development of preparing CSeCF3 bonds. Herein we report a concise route to synthesize a family of copper(I) trifluoromethylselenolate reagents by the reaction of CuI with the Ruppert's reagent (Me3 SiCF3 ), KF, and elemental selenium in the presence of dinitrogen ligands in CH3 CN at room temperature. The reagent [Cu(bpy)(SeCF3 )]2 was proven to be air-stable and highly efficient for nucleophilic trifluoromethylthselenolation of a broad range of (hetero)aryl halides and alkyl halides. This method represents a powerful protocol for the construction trifluoromethylselenolate compounds.

A general and convenient copper-mediated trifluoromethylthiolation of primary and secondary alkyl halides was described. Variation of the solvent, additives and time allowed optimization of the reaction. A wide range of alkyl halides were explored to give a set of alkyl trifluoromethyl thioethers in moderate to excellent yields. A variety of functional groups, including ethers, thioether, esters, nitriles, amides, and ketal groups, were well tolerated in the electrophilic partner.

Synthesis of Cu I Trifluoromethylselenates for Trifluoromethylselenolation of Aryl and Alkyl Halides. -(CHEN, C.; OUYANG, L.; LIN, Q.; LIU, Y.; HOU, C.; YUAN, Y.; WENG*, Z.; Chem. -Eur. J. 20 (2014) 3, 657-661, http://dx.

Efficient )-SCF3 Bond Formations via Copper-Mediated Trifluoromethylthiolation of Alkyl Halides. -The trifluoromethylthiolation of alkyl iodides (I), alkyl bromides (IV), and n-hexyl tosylate (VII) is reported. Thioethers (Va-d) are readily converted into alkyl trifluoromethanesulfones (VI) by the oxidation with H 2O2 in AcOH. -(LIN, Q.; CHEN, L.; HUANG, Y.; RONG, M.; YUAN, Y.; WENG*, Z.; Org. Biomol. Chem. 12 (2014) 29, 5500-5508, http://dx.doi.org/10.1039/c4ob00403e ; Dep. Chem., Fuzhou Univ., Fuzhou 350108, Fujian, Peop. Rep. China; Eng.) -R. Staver 52-054 C(sp 3 alk yl