| This thesis describes the development and application of palladium catalyzed multicomponent and multicatalytic reactions, along with medicinal chemistry. The contents are divided into four chapters.;Chapter one describes the application and advances of the Catellani reaction. The first project outlines the pathways undertaken in the total synthesis of a natural product. Using the Catellani reaction, linoxepin was synthesized in 8 steps from commercial materials without the use of protecting groups. The second project adds to the methodology by incorporating secondary alkyl halides. 1,2,3 tri-substituted aromatic compounds were synthesized in good to excellent yields. The reaction was shown to be scalable on up to 5 mmol scale. The effect of beta-heteroatoms was explored using enantioenriched secondary alkyl iodides.;Chapter two focuses on dual metal catalysis. The first project attempts to combine rhodium catalyzed isomunchone formation with palladium catalyzed [3+2] cycloaddition, with the ultimate goal of developing a multimetal-catalyzed asymmetric aryne reaction. A second ongoing project features ruthenium catalyzed C -- H insertion followed by palladium catalyzed asymmetric allylation. Oxindoles with chiral quaternary centres were synthesized with good yields and ee's.;Chapter three describes the combination of palladium and copper in a multicomponent multicatalytic reaction, (MC)2R. An organic azide, terminal alkyne and an internal alkyne are combined in a chemoselective process initiating with a copper-catalyzed azide alkyne cycloaddition (CuAAC). Following this, a palladium catalyzed C -- H functionalization is achieved with the incorporation of an internal alkyne. A novel class of polycyclic triazoles were synthesized in good yields.;Chapter four illustrates an on-going project in collaboration with the Structural Genomics Consortium and AbbVie. Probes for the CECR2 enzyme are being synthesized based on the benzimidazole core. Routes to differentially substituted cores were optimized. The final compounds were tested for activity by SGC. |
