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Honors Theses

University of Richmond

Pyrroles

Publication Year

Articles 1 - 2 of 2

Full-Text Articles in Physical Sciences and Mathematics

Synthetic Flexibility Of A Bromopyrrole Ester Intermediate : Toward Novel Biologically Active Compounds, Scott Cameron Yeudall Jan 2016

Synthetic Flexibility Of A Bromopyrrole Ester Intermediate : Toward Novel Biologically Active Compounds, Scott Cameron Yeudall

Honors Theses

Compounds containing the pyrrole ring as a core structural motif continue to show significant biological activity, and both natural product derivatives and novel chemical scaffolds show potential for use as pharmaceuticals in treating a variety of cancers, infections, and inflammation. Given the widespread and important applications of compounds containing this motif, novel, rapid, and selective methods for the synthesis of multifunctional pyrroles is of some importance. Previous work in our group has utilized palladium-mediated Suzuki cross-coupling as a powerful tool for functionalizing activated bromopyrrole esters, generating structural analogues of bioactive natural products. We have also used a similar approach to …


The Application Of Formyl Group Activation Of Brompyrrole Esters To A Formal Synthesis Of Lycogarubin C, Jon Patteson Jan 2015

The Application Of Formyl Group Activation Of Brompyrrole Esters To A Formal Synthesis Of Lycogarubin C, Jon Patteson

Honors Theses

Lycogarubln C is a member of an interesting family of marine natural products, which contains two indole groups appended to a pyrrole scaffold at the 3 and 4 positions. Such compounds are proposed to be biosynthetically related to the important antitumor agent, Staurosporine. Recent work in our lab involving the use of Suzuki cross-coupling reactions of an ortho activated bromoformylpyrrole ester has provided key intermediates for the synthesis of pyrrole natural products and pyrolle-based analogues.