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Developing nucleophilic nitrenoids for the synthesis of complex heterocycles

Garzon Sanz, Miguel (2016)
Ph.D. thesis, University of Birmingham.

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Abstract

The combination of nucleophilic nitrenoids and gold-catalysis has rapidly emerged as a powerful tool in the assembling of different nitrogen-containing motifs. The research presented in this thesis describes the advances in the field and the exploration of pyrimidium $$N$$-heteroaryl aminides as building blocks in the formation of several fused imidazoheterocycles.
From the initial discovery of this reaction and its application in the synthesis of imidazo[1,2-a]pyrimidines, the scope of this convergent gold-catalysed strategy has been adapted to allow the access to fourteen classes of biologically relevant structures. The proposed mechanism and optimisation will be discussed alongside the accommodation of a wide range of useful functionalities difficult to introduce by other methodologies.

Type of Work: Ph.D. thesis. Davies, Paul Colleges (2008 onwards) > College of Engineering & Physical Sciences School of Chemistry QD Chemistry University of Birmingham 7060
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