Synthesis of Modified 2'-Deoxynucleosides by Sonogashira Coupling
Pd catalysis has allowed for the modification of nucleosides, which are of great importance to the chemical and biological industries. The Sonogashira coupling reaction is of specific interest due to the products possessing various medicinal properties, such as chemotherapeutic agents. An efficient catalytic system has been developed for the coupling of bromobenzene and phenylacetylene. The effect of different ligands, amines, Pd-species, and solvents were investigated. The effect of CuI on the reaction was also investigated. This optimum system was then applied to the coupling reaction of 6-bromo-2’deoxyadenosine and various terminal alkynes.
Faculty Mentor: Felix Ngassa
Erick presented at the 235th National Meeting of the American Chemical Society April 6-8, 2008 in New Orleans, LA.
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