The Ugi-Smiles Diels-Alder reaction provides access to highly functionalized epoxyisoindoline products through a simple one-pot process. By necessity, the products each possess a nitro substituent, which can inhibit potential biological activity of these compounds. Reduction of the nitro functional group to an amine may overcome this and provide a route to diversify epoxyisoindoline products as well as to obtain quinoxalinone derivatives. This work reports a chemoselective method to prepare amino epoxyisoindolines from N -aryl epoxyisoindolines. Preparation of protected amines and the synthesis of novel quinoxalinone compounds are described, providing access to compounds that have the potential to exhibit interesting biological activities and pharmaceutical applications
|Advisor:||Luesse, Sarah B.|
|Commitee:||Lu, Yun, Sumita, Mina|
|School:||Southern Illinois University at Edwardsville|
|School Location:||United States -- Illinois|
|Source:||MAI 56/02M(E), Masters Abstracts International|
Copyright in each Dissertation and Thesis is retained by the author. All Rights Reserved
The supplemental file or files you are about to download were provided to ProQuest by the author as part of a
dissertation or thesis. The supplemental files are provided "AS IS" without warranty. ProQuest is not responsible for the
content, format or impact on the supplemental file(s) on our system. in some cases, the file type may be unknown or
may be a .exe file. We recommend caution as you open such files.
Copyright of the original materials contained in the supplemental file is retained by the author and your access to the
supplemental files is subject to the ProQuest Terms and Conditions of use.
Depending on the size of the file(s) you are downloading, the system may take some time to download them. Please be