Abstract The reactions of substituted pyroles with terminal acylacetylenes occur selectively to form 2-(Z/E-2-acylvinyl) pyrroles. When the reactions are performed on the surface of silica gel, C-vinylation is noticeably accelerated to form predominantly E-isomers. ESR spectroscopy with the use of a spin trap demonstrated the ion-radical character of the process. The structures of the adducts synthesized, which exist as anti-s-cis-and syn-s-cis- ...
