Iodocyclization of 3-alkynyl- and 3-allenyl-2-(substituted amino)-1-imidazolin-4-ones

Article abstract of DOI:10.1016/0040-4020(96)00314-6

The iodocyclization of 3-alkynyl-2-(substituted amino)-1-imidazolin-4-ones proceeded in regio- and stereo-selective manner to give bicyclic guanidines, imidazo[1,2-a]imidazole and/or imidazo[1,2-a]pyrimidine. The regiochemistry and reactivity of the cyclization were interpretable by the PM3 MO calculations of the iodonium ion intermediates.