CITATION: Morgans, G. L. et al. 2020. Cyclization of enaminones derived from N-phenacylpyrrolidin-2-ones to pyrrolizines under acidic conditions. Arkivoc, iii:4-23, doi:10.24820/ark.5550190.p011.221.The original publication is available at https://www.arkat-usa.orgSeveral N-phenacyl enaminones, prepared by Eschenmoser sulfide contraction between Nphenacylpyrrolidine-2-thiones and a range of substituted phenacyl halides, were transformed into 2,3-
dihydro-1H-pyrrolizines when treated with acetic acid or silica gel. Yields of the bicyclic products were in the
range 57–100% depending on the route followed. Some further reactions of the newly formed pyrrole rings
are also reported.Publisher's versio
