Klumpp, Douglas A.
M.S. (Master of Science)
Department of Chemistry and Biochemistry
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.
Amadou, Harouna, "Synthesis of N-heterocyclic-substituted indanones through the superelectrophilic Nazarov cyclization" (2018). Graduate Research Theses & Dissertations. 5189.
Northern Illinois University
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