Regioselective Ring Opening Reactions of 1-Aminocyclopropenes via Carbenium Ion and Carbene Intermediates

Article abstract of DOI:10.1246/bcsj.61.4341

The reaction of 1-(disubstituted amino)-2,3-diphenylcyclopropenium salt with phenyl- and alkylmagnesium halides afforded, regioselectively, 1-aminocyclopropenes in good yields.The reactions of these 1-aminocyclopropenes were studied under acidic and nonacidic conditions to yield regioselective ring-opening products (C2-C3 and C1-C3 bond fissions of the cyclopropene) associated with the carbenium ions and carbene intermediates, respectively.