Cyclic Guanidines; I. Intramolecular Mercury(II)-Induced Amination of Alkenes as a Convenient Route to Bicyclic Guanidines

Article abstract of DOI:10.1055/s-1987-33425

A convenient route to bicyclic guanidines is reported starting from alkenylated monocyclic guanidines, which undergo intramolecular addition via aminomercuration.The dependence of the regioselectivity of the process on the type of educt is studied and a number of examples of regiospecific conduct are cited.It is shown that aminomercuration offers easy access to a number of hetero ring systems like imidazoimidazoles, imidazopyrimidines, imidazo- and pyrimidoquinazolines, imidazo and pyrimidodiazepines as well as benzoxazepines.The method promises utility in the synthesis of a variety of other heterocycles