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In response to current environmental issues and concerns, an abundance of chemical literature focuses upon green, benign methodologies. Considering these issues, work presented within this thesis focuses upon development of greener synthetic techniques that are robust and versatile in both and Pd-catalyzed crosscoupling reactions and alkoxycarbonylation. Sonogashira coupling between terminal alkynes and aryl bromides or iodides was high yielding with Pd(PPh3)2Cl2 in water at 40 C using commercially available surfactants such as SDS and CTAB. An iodide and Cu(I) inhibition was observed under these micellar conditions with aryl bromide substrates, leading to development of Cu(I)-free conditions. Studies under Cu(I)-free conditions suggest two competing mechanistic cycles. Both cycles (deprotonation and carbopalladation) lead to traditional Sonogashira products, but the carbopalladation cycle also produces an enyne product. The surfactant solution (either 2 wt% SDS or CTAB) can be recycled up to 3 times without reduction in yield when coupling 1-iodoanpthalene with 1-octyne in the presence of excess piperidine, 5 mol% CuI, and 2 mol% Pd(PPh3)2Cl2. The effect of the phosphine ligand structure was evaluated in aqueous phase Heck cross-coupling reactions. A methyl cholate derivative was modified with a tri-aryl phosphine moiety, creating a novel ligand that effectively coordinated to Pd(OAc)2 when dissolved in methanol. The cholate-Pd complex proved to be an

Greener and renewable methods for Pd-catalyzed cross-coupling and alkoxycarbonylation reactions