1-CHLORO-2,3,3-TRIFLUOROCYCLOBUTENE (694-62-2) 's Synthetic route

Synthesis of hydrohalocyclobutenes through dechlorination of hydrohalocyclobutanes in amide solvents

Guo, Qin  Lu, Fengniu  Quan, Hengdao  Zhang, Chengping  Zhang, Wenni

In this study, we synthesized hydrohalocyclobutenes through the dechlorination of hydrohalocyclobutanes in N,N-dimethylformamide and N,N-dimethylacetamide. The structure of the reaction site ?CClR¹?CClR²– (R¹ = H, F; R² = H, F, Cl) of the reactants was critical for the efficient reductive dechlorination from the 1- and 2- positions. The reaction proceeded efficiently at the –CFCl–CFCl–, –CFCl?CCl₂–, and ?CHCl?CHCl– groups. Conversely, the –CFCl?CHCl– group could hardly afford the dechlorinated product. Based on these results, we propose a rational reaction mechanism.