Synthesis of unprotected nitrogen-containing heterocycles via Aza Heck reactions
Date
2017
Authors
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Publisher
University of Delaware
Abstract
The main objective of this thesis is centered around the identification of novel amide electrophiles for the development of aza-Heck-type reactions. This has been applied to the synthesis of nitrogen-containing heterocycles, such as lactams and imidazolidiones. Accordingly, the first chapter will discuss the past synthetic approaches of γ-lactams and imidazolidinones, previous uses of electrophilic nitrogen in transition-metal catalysis, previous Aza-Heck methods, and the specific use of hydroxamates as electrophiles in transition-metal catalysis. The second chapter will detail our laboratory’s efforts towards the synthesis of secondary unsaturated lactams via an Aza-Heck reaction; this will include discussions on other electrophiles that have been explored. Finally, the third chapter will discuss the improvement of our aza-Heck method as applied to the synthesis of unprotected, unsaturated imidazolidinones.
Description
Keywords
Amide electrophiles, Aza-Heck reactions, Unsaturated imidazolidinones