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Investigation of new synthetic reactions: the synthesis of hydrazines via the Aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures

This thesis explores three rare synthetic routes: the synthesis of hydrazines via the aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures. The aza-Lossen reaction was found to be ideal at “infinite dilution” conditions and could be performed with both aryl and alkyl example. Carbamoyl azides could be synthesized in high yields from both aryl and alkyl amines. The carbamoyl azide reaction was found to be much more efficient with Cs (+1) present. Lastly, water at elevated temperatures conditions was efficient at removing various amine and hydroxyl protecting groups.

Identiferoai:union.ndltd.org:GATECH/oai:smartech.gatech.edu:1853/51791
Date22 May 2014
CreatorsMojica, Mike
ContributorsEckert, Charles A., Liotta, Charles L.
PublisherGeorgia Institute of Technology
Source SetsGeorgia Tech Electronic Thesis and Dissertation Archive
Languageen_US
Detected LanguageEnglish
TypeDissertation
Formatapplication/pdf

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