Faculty Mentor

Sean Devine

Major/Area of Research

Forensic Science

Description

Virtually all of the top pharmaceuticals sold today require the use of organic

synthesis, the development of new strategies to construct complex molecules

from readily synthesized starting materials is essential to the field

of organic chemistry and drug design. In pharmaceutical design there is a

continuing trend toward precise synthetic operations because single atoms

and single functional groups often make the difference between benefit and

harm. The overarching goal of this research project is to develop a novel,

precise, and powerful method for the construction of carbon-carbon bonds.

In particular, our research focuses on using palladium metal as catalyst in

a multi-component coupling transformation. Palladium-catalyzed crosscoupling

reactions are some of the most powerful methods for the formation

of C-C bonds. Our current project will expand the scope of the current field

of palladium-catalyzed coupling reactions by allowing for the insertion of

single sp3 carbon units. We believe we can achieve a palladium-catalyzed

coupling involving N-tosylhydrazones (single carbon units) with easily

synthesized aryl halide substrates. We would like to investigate the reaction

conditions necessary for high yields of the desired products. We also plan on

conducting the reaction with varying substrates to determine the functional

group tolerance of the transformation.

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Palladium Catalyzed Cascade Reaction with N-Tosylhydrazones

Virtually all of the top pharmaceuticals sold today require the use of organic

synthesis, the development of new strategies to construct complex molecules

from readily synthesized starting materials is essential to the field

of organic chemistry and drug design. In pharmaceutical design there is a

continuing trend toward precise synthetic operations because single atoms

and single functional groups often make the difference between benefit and

harm. The overarching goal of this research project is to develop a novel,

precise, and powerful method for the construction of carbon-carbon bonds.

In particular, our research focuses on using palladium metal as catalyst in

a multi-component coupling transformation. Palladium-catalyzed crosscoupling

reactions are some of the most powerful methods for the formation

of C-C bonds. Our current project will expand the scope of the current field

of palladium-catalyzed coupling reactions by allowing for the insertion of

single sp3 carbon units. We believe we can achieve a palladium-catalyzed

coupling involving N-tosylhydrazones (single carbon units) with easily

synthesized aryl halide substrates. We would like to investigate the reaction

conditions necessary for high yields of the desired products. We also plan on

conducting the reaction with varying substrates to determine the functional

group tolerance of the transformation.