80077-94-7Relevant academic research and scientific papers
A [2 + 2] cycloaddition route to dimethylaminomethylene vinamidinium salts
Davies, Ian W.,Tellers, David M.,Shultz, C. Scott,Fleitz, Fred J.,Cai, Dongwei,Sun, Yongkui
, p. 2969 - 2972 (2002)
(figure presented) Trifluoropropanoic acid reacts with 1 equiv of POCl3 in DMF to generate the trifluoromethyl enamine (7). At this stage, two reaction manifolds are available. The expected reaction with additional POCl3 generates the 2-trifluoromethyl vinamidinium salt (3c). However, thermally driven loss of fluoride generates an iminium ion, which sets the stage for a [2 + 2] cycloaddition to ultimately generate the dimethylaminomethylene vinamidinium salt (1).
