Abstract
Background: Polyheterocyclic compounds have numerous applications in different fields ranging from medicinal chemistry to material science. Cascade reactions represent the most direct and efficient method to obtain polyheterocyclic molecules with functional diversity and increased complexity. Moreover, novel polycyclic systems can be generated which can possess interesting properties such as biological activity or luminescence. The number of polyheterocyclic compounds obtained through cascade reactions, including multi-component reactions, is wide and this review will be limited to polyheterocycles obtained from aromatic N-heterocycles: pyrrole, pyrazole, triazole, pyridine, pyrimidine, indole, benzimidazole, quinoline and other mono- or bicyclic compounds.
Objective: The review will cover the period ranging from 2006 to 2015 and will focus on processes involving the formation of C-N bonds with the heterocyclic nitrogen.Keywords: Cascade reactions, C-N bond, Domino reactions, N-heterocyle, polyheterocycle, tandem reactions.
Current Organic Chemistry
Title:Cascade Reactions Involving Aromatic N-Heterocycles: C-N Bond Formation as Key-step Towards the Synthesis of N-fused Polycyclic Heterocycles
Volume: 21 Issue: 15
Author(s): Victor Mamane*
Affiliation:
- Institut de Chimie de Strasbourg, UMR 7177, LASYROC group, 67070, Strasbourg,France
Keywords: Cascade reactions, C-N bond, Domino reactions, N-heterocyle, polyheterocycle, tandem reactions.
Abstract: Background: Polyheterocyclic compounds have numerous applications in different fields ranging from medicinal chemistry to material science. Cascade reactions represent the most direct and efficient method to obtain polyheterocyclic molecules with functional diversity and increased complexity. Moreover, novel polycyclic systems can be generated which can possess interesting properties such as biological activity or luminescence. The number of polyheterocyclic compounds obtained through cascade reactions, including multi-component reactions, is wide and this review will be limited to polyheterocycles obtained from aromatic N-heterocycles: pyrrole, pyrazole, triazole, pyridine, pyrimidine, indole, benzimidazole, quinoline and other mono- or bicyclic compounds.
Objective: The review will cover the period ranging from 2006 to 2015 and will focus on processes involving the formation of C-N bonds with the heterocyclic nitrogen.Export Options
About this article
Cite this article as:
Mamane Victor*, Cascade Reactions Involving Aromatic N-Heterocycles: C-N Bond Formation as Key-step Towards the Synthesis of N-fused Polycyclic Heterocycles, Current Organic Chemistry 2017; 21 (15) . https://dx.doi.org/10.2174/1385272820666160606155222
DOI https://dx.doi.org/10.2174/1385272820666160606155222 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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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
Electrochemical C-X bond formation
Conventional methods for carrying out carbon–X bond formation are typically conducted at harsh reaction conditions, and rely on expensive catalysts as well as the use of stoichiometric, and perhaps toxic, oxidants. In this regard, electrochemical synthesis has recently been recognized as a sustainable and scalable strategy for the construction of ...read more
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N-Heterocyclics: Synthesis, Computational Studies, and Coordination Chemistry - A synthetic perspective
N-heterocycles, such as phenanthroline, quinoline, or their organometallic complexes, are widely used in a variety of fields, including chemistry, biochemistry, and coordination chemistry. They play a key role in many chemical and biological processes as biological ligands, medicinal agents, catalysts in organic synthesis, molecular probes and sensors, as well as ...read more
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