Abstract
Carbenoids are transient species whose reactivity resembles that of free carbenes. They can be generated by several procedures, for instance, by the interaction of diazo compounds with transition metals, such as copper, ruthenium and rhodium complexes. They are able to react with various unreactive substrates, and their use has become very popular among synthetic organic chemists. The carbenoid transfer reactions are a powerful set of synthetic tools that have attracted attention due to their versatility in constructing several types of bonds and, thus, are used to create a complex skeleton framework. Several catalysts have been designed and employed to promote the decomposition of diazo compounds, making these reactions very useful in organic synthesis. This review intends to illustrate the research efforts that occurred in this field during the last four years, covering novel, biologically important compounds and methodologies involving carbenoid and non-carbenoid reactions from diazo compounds.
Keywords: Diazo Compounds, metallo carbenoids, carbenes, transition metals, heterocycles, rhodium carboxylate, organic synthesis, materials, Gold-catalyzed, alkynes, synthetic, ruthenium, palladium, copper, metallocarbenoids
Current Organic Chemistry
Title: Recent Advances on the Synthesis of Heterocycles from Diazo Compounds
Volume: 16 Issue: 2
Author(s): Fernando de C. da Silva, Alessandro K. Jordao, David R. da Rocha, Sabrina B. Ferreira, Anna C. Cunha and Vitor F. Ferreira
Affiliation:
Keywords: Diazo Compounds, metallo carbenoids, carbenes, transition metals, heterocycles, rhodium carboxylate, organic synthesis, materials, Gold-catalyzed, alkynes, synthetic, ruthenium, palladium, copper, metallocarbenoids
Abstract: Carbenoids are transient species whose reactivity resembles that of free carbenes. They can be generated by several procedures, for instance, by the interaction of diazo compounds with transition metals, such as copper, ruthenium and rhodium complexes. They are able to react with various unreactive substrates, and their use has become very popular among synthetic organic chemists. The carbenoid transfer reactions are a powerful set of synthetic tools that have attracted attention due to their versatility in constructing several types of bonds and, thus, are used to create a complex skeleton framework. Several catalysts have been designed and employed to promote the decomposition of diazo compounds, making these reactions very useful in organic synthesis. This review intends to illustrate the research efforts that occurred in this field during the last four years, covering novel, biologically important compounds and methodologies involving carbenoid and non-carbenoid reactions from diazo compounds.
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Cite this article as:
de C. da Silva Fernando, K. Jordao Alessandro, R. da Rocha David, B. Ferreira Sabrina, C. Cunha Anna and F. Ferreira Vitor, Recent Advances on the Synthesis of Heterocycles from Diazo Compounds, Current Organic Chemistry 2012; 16 (2) . https://dx.doi.org/10.2174/138527212798993068
DOI https://dx.doi.org/10.2174/138527212798993068 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Chemistry and Biology of Carbohydrates
Carbohydrates are one of the most abundant natural products and are considered to be extremely important biomolecules for their ever-increasing impact on chemistry and biology. Their role in several important biological processes, notably energy storage, transport, modulation of protein function, intercellular adhesion, malignant transformation, signal transduction, viral, and bacterial cell ...read more
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