Publication Date

2017

Document Type

Dissertation/Thesis

First Advisor

Klumpp, Douglas A.

Degree Name

Ph.D. (Doctor of Philosophy)

Legacy Department

Department of Chemistry and Biochemistry

LCSH

Organic chemistry

Abstract

This dissertation describes new synthetic reactions promoted by superacid. The second chapter describes a cyclization of N-carbamoyl iminium ions to give 3,4-dihydroquinazolin-2(1H)-ones. The cyclization of the N-carbamoyl iminium ion is considered to occur by either an electrophilic aromatic substitution or a 6pi-electrocyclization. In the third chapter, chemistry is described in which Friedel-Crafts-type reactions of ferrocene with isocyanates provide ferrocenyl carboxamides in good yields. This research was extended to ferrocenecarboxylic acid, the imide-based products were obtained in modest yields. The fourth chapter describes the 6pi-electrocyclizations of unsaturated N-acyliminium ions to provide indolizidine ring systems. Finally, the fifth chapter describes a novel reaction of o-chloranil with arenes to provide polychlorinated dibenzofurans.

Comments

Advisors: Douglas A. Klumpp.||Committee members: Justin P. Dodd; Timothy J. Hagen; Victor Ryzhov; Chong Zheng.||Includes bibliographical references.||Includes illustrations.

Extent

xi, 257 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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