Studies On Intermolecular Annulation Of Internal Alkynes Catalyzed By Cyclopalladated Ferrocenylimine

In this thesis, the intermolecular annulation of internal alkynes catalyzed by cyclopalladated ferrocenylimine was studied. This type of intermolecular annulation could be utilized for the facile synthesis of carbocycles and heterocycles derivatives, such as indenones, isoquinolines and indoles.1. A new pathway for the synthesis of indenones catalyzed by cyclopalladated ferrocenylimine I using n-Bu4NBr/PhCOOH as the additive has been described (Scheme 1). This catalytic system has been proven to be compatible with a wide range of halo aldehydes, such as 2-iodobenzaldehyde,2-bromobenzaldehyde and 2-chlorobenzaldehyde, affording the corresponding products in moderate to good yields.Scheme 12. The cyclopalladated ferrocenylimine I as the catalyst was successfully applied to the synthesis of isoquinolines. This method provides a facile route for the synthesis of complicated structures containing isoquinolines moieties with high regioselectivity, the reaction was performed under ligand-free conditions (Scheme 2). Scheme 23.2,3-Disubstituted indole compounds could be obtained via the efficient annulation of haloanilines with diphenylacetylene promoted by cyclopalladated ferrocenylimine I. Both of 2-Iodoaniline and 2-bromoaniline can be used as reaction substrates for the annulation(Scheme 3). X=1, Br; additive=LiCI or Ligand Yields:21-91%Scheme 3...