A base-mediated cascade 3 + 2/2 + 3 annulation of β-CF3-1,3-enynamides with tosylaminomethyl enones affording highly functionalized angularly CF3-substituted hexahydrocyclopentacpyrrole frameworks, which are challenging to prepare via conventional approaches, was developed. In contrast to mononucleophiles and bisnucleophiles involving allenamide intermediates, ambiphilic reagent tosylaminomethyl enones demonstrate a novel reaction pattern to β-CF3-1,3-enynamides. The electron-withdrawing group on the nitrogen atom of β-CF3-1,3-enynamides has a great impact on this cascade annulation.
Chen et al. (Thu,) studied this question.