Publication Date

2018

Document Type

Dissertation/Thesis

First Advisor

Klumpp, Douglas A.

Degree Name

M.S. (Master of Science)

Legacy Department

Department of Chemistry and Biochemistry

LCSH

Chemistry

Abstract

Indanones and their derivatives are organic substrates widely used as building blocks or synthetic intermediates in the development of many compounds in chemical and pharmaceutical industry. By analogy to the work of Shudo and co-workers on dicationic superelectrophiles and 4? electrocyclization, we seek to synthesize a series of heterocyclic indanones through the superelectrophilic Nazarov cyclization in two phases. In the first phase, we prepared a series of [beta]-substituted enones that were reacted with superacids to generate the cyclization into heterocyclic indanones. In the second phase, we investigated the scope of the cyclization by reacting [alpha], [beta]-disubstituted enones with superacids to form indanones. Here, we hypothesize that the presence of a pyridinium ring will activate the superelectrophilic intermediate and lead to the Nazarov reaction products.

Comments

Advisors: Douglas A. Klumpp.||Committee members: Timothy Hagen; Lee Sunderlin.||Includes illustrations.||Includes bibliographical references.

Extent

103 pages

Language

eng

Publisher

Northern Illinois University

Rights Statement

In Copyright

Rights Statement 2

NIU theses are protected by copyright. They may be viewed from Huskie Commons for any purpose, but reproduction or distribution in any format is prohibited without the written permission of the authors.

Media Type

Text

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