Chemistry and Chemical Biology ETDs

Publication Date

Fall 11-14-2017

Abstract

Indoles are one of the most abundant heterocycles found in nature and have a wide range of functions. There are a wide variety of indole synthesis methods known both in synthetic chemistry and through biosynthesis. Many of the known indole synthesis routes use a benzene derivative or cyclized ring structure derivative as a starting material. Here, we describe a novel synthetic method utilizing 1, 3-diketones and fumaronitrile with a catalytic amount of base to form a highly functionalized indole as our product. We have isolated and characterized 12 functionalized indoles.

Language

English

Keywords

DeMayo Reaction, Michael Addition, indole, Carbon-Carbon bond cleavage, fumaronitirile, 1, 3-diketones

Document Type

Thesis

Degree Name

Chemistry

Level of Degree

Masters

Department Name

Department of Chemistry and Chemical Biology

First Committee Member (Chair)

Dr. Ramesh Giri

Second Committee Member

Dr. Wei Wang

Third Committee Member

Dr. Jeffrey Rack

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