Isocyanides are privileged structures, found in bioactive compounds derived from natural sources and pervasive in the synthesis of pharmacologically relevant compounds. Isocyanide synthesis is, however, limited by few commercial products and a dearth of methodology that allows for their manipulation. To this end, the focus has been on pioneering new methods and substrates. The initial work concentrated on the development of conjugate addition reactions to novel oxoalkeneisocyanides, followed by finding a method to purify difficult-to-isolate isocyanides. This was proceeded by the discovery and development of the first copper-catalyzed radical addition to alkeneisocyanides which tangentially lead to a review of copper(I)-isocyanide complex spectra and structure characteristics. Lastly, applications of Asmic, a novel isocyanide building block, were explored in the synthesis of heterocyclic scaffolds.
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Details
Title
Developing Isocyanide Methodology
Creators
Allen Chao - DU
Contributors
Fraser F. Fleming (Advisor) - Drexel University (1970-)
Awarding Institution
Drexel University
Degree Awarded
Doctor of Philosophy (Ph.D.)
Publisher
Drexel University; Philadelphia, Pennsylvania
Number of pages
x, 214 pages
Resource Type
Dissertation
Language
English
Academic Unit
College of Arts and Sciences; Chemistry; Drexel University
Other Identifier
8131; 991014632519404721
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