A novel copper-catalyzed intermolecular trifluoromethylazidation of alkenes has been developed under mild reaction conditions. A variety of CF3 -containing organoazides were directly synthesized from a wide range of olefins, including activated and unactivated alkenes, and the resulting products can be easily transformed into the corresponding CF3 -containing amine derivatives.

A highly selective and efficient approach for the direct trifluoromethylthiocyanation of alkenes has been developed using trimethylsilyl isothiocyanate (TMSNCS) as the thiocyanating agent and Togni reagent as the CF3 source in the presence of copper(I) catalyst. Both activated and unactivated alkenes work well to deliver various CF3-containing thiocyanates.

A novel bull's horn-shaped oligothienoacene with seven fused thiophene rings (1) based on dithieno[2,3-b:2',3'-d]thiophene (2) was efficiently synthesized. X-ray diffraction data indicate that 1 possesses an extraordinary compressed sandwich-herringbone arrangement and shows strong intermolecular S···C and S···S interactions. In addition, the UV/vis properties, theoretical calculations, and cyclic voltammetry behaviors of 1 are also described.