Abstract
The reaction of isocyanides with electron deficient alkynes has been first reported in 1969, about ten years after the first reports on the famous Ugi four component reaction. However it took about thirty years to realise that the zwitterionic intermediate originating from interaction of the two species could be trapped by a third component, thus giving the start to a novel class of isocyanide-based multicomponent reactions. From that first report dated 1996 there has been an ongrowing interest that has produced, so far, about 150 distinct scientific papers. This review is aimed at rationalising and cathegorising these reports and at offering an overview of all the possible applications of this novel methodology.
Keywords: Alkynes, diversity oriented synthesis, heterocyclic chemistry, isocyanides, multicomponent reactions, electron deficient, transformations, covalent bonds, Synthesis, conjugated addition, Four Component Reactions
Combinatorial Chemistry & High Throughput Screening
Title: Beyond Ugi and Passerini Reactions: Multicomponent Approaches Based on Isocyanides and Alkynes as an Efficient Tool for Diversity Oriented Synthesis
Volume: 14 Issue: 9
Author(s): Fabio De Moliner, Luca Banfi, Renata Riva and Andrea Basso
Affiliation:
Keywords: Alkynes, diversity oriented synthesis, heterocyclic chemistry, isocyanides, multicomponent reactions, electron deficient, transformations, covalent bonds, Synthesis, conjugated addition, Four Component Reactions
Abstract: The reaction of isocyanides with electron deficient alkynes has been first reported in 1969, about ten years after the first reports on the famous Ugi four component reaction. However it took about thirty years to realise that the zwitterionic intermediate originating from interaction of the two species could be trapped by a third component, thus giving the start to a novel class of isocyanide-based multicomponent reactions. From that first report dated 1996 there has been an ongrowing interest that has produced, so far, about 150 distinct scientific papers. This review is aimed at rationalising and cathegorising these reports and at offering an overview of all the possible applications of this novel methodology.
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Cite this article as:
De Moliner Fabio, Banfi Luca, Riva Renata and Basso Andrea, Beyond Ugi and Passerini Reactions: Multicomponent Approaches Based on Isocyanides and Alkynes as an Efficient Tool for Diversity Oriented Synthesis, Combinatorial Chemistry & High Throughput Screening 2011; 14 (9) . https://dx.doi.org/10.2174/138620711796957099
DOI https://dx.doi.org/10.2174/138620711796957099 |
Print ISSN 1386-2073 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5402 |
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