Experiencing multi-component reactions: from post-condensation modifications to chemical platform and substrate design concepts.
Giustiniano, Mariateresa (2010) Experiencing multi-component reactions: from post-condensation modifications to chemical platform and substrate design concepts. [Tesi di dottorato] (Inedito)
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The following thesis dealt with the study of new MCRs identification and the development of new MCR/ post-condensation transformations sequences. As post-MCR modifications two sequences have been studied: a Passerini 3-CR/Buchwald cyclization in order to get benzooxazepines and an Ugi-like/ debenzylation/ transamination reaction affording 1-aryl-5-aroyl tetrazoles. These latter compounds underwent pharmacological investigation as potential chalcones biomimetics. In the second part of the thesis, dealing with new MCRs identification, the attempted synthesis of functionalized isocyanides has been described based on the “substrate design” principle, followed by the application of “chemical platform” concept to oxadiazoles in order to get bicyclofurans through an Ugi-Aza Wittig/ (amidation)/ Diels-Alder cycloaddition domino process
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