THE PHOTOISOMERIZATION OF 2-PHENYL-3H-INDOL-3-ONE N-OXIDE (2- PHENYLISATOGEN) TO 2-PHENYL-4H-3,1-BENZOXAZIN-4-ONE
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- abstract
- The use of nitrones is an important synthetic tool for the organic chemist. An unusual reaction of these nitrones is a photochemical ring expansion under proper conditions that allows the nitrone oxygen to migrate past a carbon atom in a ring and insert itself into a ring that is expanded by the oxygen. While the process occurs for a number of six-membered rings, there is only one known five member ring expansion which seems to offer a possible mechanism. This thesis discusses this mechanism and offers evidence that an isomeric oxaziridine ring created from the nitrone offers a possible explanation of the mechanism
- subject
- isomerization
- organic
- photochemistry
- contributor
- Jones, Paul B. (committee chair)
- Salem, Akbar (committee member)
- Welker, Mark E (committee member)
- date
- 2016-05-21T08:35:55Z (accessioned)
- 2016-05-21T08:35:55Z (available)
- 2016 (issued)
- degree
- Chemistry (discipline)
- identifier
- http://hdl.handle.net/10339/59333 (uri)
- language
- en (iso)
- publisher
- Wake Forest University
- title
- THE PHOTOISOMERIZATION OF 2-PHENYL-3H-INDOL-3-ONE N-OXIDE (2- PHENYLISATOGEN) TO 2-PHENYL-4H-3,1-BENZOXAZIN-4-ONE
- type
- Thesis