Nitrogen containing heterocycles have expressed themselves as being a rich source of biological activity, structural rigidity, and diverse ligand sets for metal-mediated transformations. Classical examples of heterocyclic syntheses provides an excellent platform for methodology development to access new scaffolds. Titanium-catalyzed multicomponent coupling reactions developed by Odom group formulate unique substrates for the preparation of multiple classes of heterocycles (Chapter 1). In this research, procedures for creating pyrrole frameworks and how the methodology can be adapted to synthesizing biologically active natural products is described (Chapter 2 and 3). The research is divided into four separate, but complimentary chapters organized chronologically from their inception. A one-pot procedure to generate pyrrole-2-carboxylates from the multicomponent coupling reaction of amine, alkyne, and isonitrile catalyzed by titanium (IV) metal complexes is described (Chapter 2). Elucidation of the optimal conditions for this reaction (design of experiment) and some mechanistic insight are included as well. Applications and unusual deviations of the work above deserves its own chapter along with utilizing new coupling partners to form alternate pyrroles (Chapter 3). Lastly, preliminary results of a novel single step synthesis of pyrrole-2-amidates, using multicomponent coupling chemistry is described with great potential for expanding to other classes of heterocycles (Chapter 4).
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