Synthesis Of Aromatic Heterocycles Research Articles

Aryl Methyl Ketones: Versatile Synthons in the Synthesis of Heterocyclic Compounds.

The synthesis of aromatic heterocycles has attracted substantial attention due to the abundance of these heterocycles in drug molecules, natural products, and other compounds of biological interest. Accordingly, there is a demand for straightforward synthetic protocols toward such compounds using readily available starting materials. In the past decade, there have been substantial developments in heterocycle synthesis, especially in metal-catalyzed and iodine-assisted approaches. This graphical review focuses on notable reactions from the past decade using aryl and heteroaryl methyl ketones as starting materials, including representative reaction mechanisms.

Synthesis of Tetrahydrotriazoloacridine Derivatives Using an Efficient and Reusable Poly-Organocatalyst

ABSTRACTThe condensation of 5-amino-1H-benzotriazole and 5,5-dimethylcyclohenxane-1,3-dione with aryl aldehydes was efficiently promoted in the presence of poly(N-vinylimidazole) in ethanol at reflux condition. This method is efficient to synthesize 11-aryl-8,8-dimethyl-6,7,9,11-tetrahydro[1,2,3]triazolo[4,5-a]acridine-10(1H)-ones in good to excellent yields that are characterized by the analytical and spectral data. The poly-organocatalyst can be recycled and reused up to three times without significant loss of activity. This one-pot three-component reaction provided an efficient method for the synthesis of aromatic heterocycles with a variety of biological and pharmacological properties.

ChemInform Abstract: The Synthesis of Aromatic Heterocycles from Propargylic Compounds

AbstractReview: 135 refs.

The Synthesis of Aromatic Heterocycles from Propargylic Compounds

AbstractIt is well known that the aromatic heterocyclic compounds are the most ubiquitous motifs and are found in many natural products and pharmaceuticals that exhibit remarkable biological activities. Significant effort continues to be given to the development of new methods for their construction. Although a number of methods have been established to construct these compounds, the development of novel methods that allow the facile assembly of substituted heterocycles from readily available starting materials remains an important objective. In recent years, propargylic compounds that contain many reactive centers have attracted a lot of attention for their various transformations. Chemists have conducted a detailed investigation of their cyclization with nucleophiles. The cyclization of propargylic compounds with a variety of nucleophiles is a very efficient method for producing furans, pyrroles, thiazoles, indoles, imidazoles, indolizines, oxazoles, pyridines, quinolines, thiophenes, and so on. In this review, we highlight the substantial progress that has been made in this area between 2000 and mid‐2012, and give examples of the reactions of propargylic compounds with a variety of substrates to produce heterocycles.

ChemInform Abstract: The Palladium‐Catalyzed Synthesis of Aromatic Heterocycles

AbstractReview: 192 refs.

ChemInform Abstract: Palladium‐ and Copper‐Catalyzed Aryl Halide Amination, Etherification and Thioetherification Reactions in the Synthesis of Aromatic Heterocycles

AbstractReview: about 150 refs.

Palladium- and Copper-Catalyzed Aryl Halide Amination, Etherification and Thioetherification Reactions in the Synthesis of Aromatic Heterocycles

This article reviews the use of palladium- and copper-catalyzed aryl halide amination, etherification and thioetherification processes in the synthesis of heteroaromatic molecules. The review is structured by the nature of the key C-X bond being formed, and then by heterocycle type. Where applicable individual heterocycles are further divided into syntheses based on intermolecular, intramolecular and cascade processes. In order to limit the length of the article, processes that do not deliver an aromatic heterocycle from the key C-X bond-forming event are excluded. Processes for the functionalization of intact heteroaromatics are also not included. 1 Introduction 2 Carbon-Nitrogen Bond Formation 2.1 Indoles 2.2 Carbazoles 2.3 Benzimidazoles and Benzimidazolones 2.4 Indazoles and Indazolones 2.5 Pyrroles 2.6 Pyrazoles 2.7 Oxazoles 2.8 Quinolones 2.9 Quinazolines, Quinazolinones and Quinazolinediones 2.10 Phenazines 2.11 Cinnolines 3 Carbon-Oxygen Bond Formation 3.1 Benzofurans 3.2 Benzoxazoles 3.3 Isocoumarins 4 Carbon-Sulfur Bond Formation 4.1 Benzothiophenes 4.2 Benzothiazoles 4.3 Oxathioles 5 Conclusion. © Georg Thieme Verlag Stuttgart · New York.

Cross-metathesis–based approaches to heteroaromatics: Combining catalysts for furan formation

Ring-closing olefin metathesis (RCM) is an effective method for the formation of cyclic alkenes (1). Recently, the aromatization of RCM products has emerged as a topic of intensive investigation (2). In this context, a variety of regiocontrolled protocols have been developed for the synthesis of diverse heteroaromatic compounds, such as pyridines, pyridazines, pyrroles, quinolines, and furans (2). In all reported approaches, a key strategic consideration relates to the requirement of intermolecular fragment union in advance of the key RCM event. Strategies based on the use of intermolecular alkene metathesis, termed cross-metathesis, would potentially streamline access to aromatic structures by uniting the key steps of fragment coupling and alkene formation. However, the use of cross-metathesis in the synthesis of aromatic heterocycles is prohibited by the fact that trans-alkene products predominate (3, 4), which are unsuitable for cycloaromatization. A report by Donohoe and Bower (3) in this issue of …

Synthesis of aromatic heterocycles

Covering March 1999 to February 2001. Previous review: J. Chem. Soc., Perkin Trans. 1, 1999, 2849

Synthesis of aromatic heterocycles

Synthesis of aromatic heterocycles

Synthesis of aromatic heterocycles

Synthesis of aromatic heterocycles

ChemInform Abstract: Synthesis of Aromatic Heterocycles via Palladium‐Catalyzed Annulation of Internal Alkynes.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Synthesis of Aromatic Heterocycles via Palladium-Catalyzed Annulation of Internal Alkynes

Synthesis of Aromatic Heterocycles via Palladium-Catalyzed Annulation of Internal Alkynes

Synthesis of aromatic heterocycles

Covering March 1999 to February 2001. Previous review: J. Chem. Soc., Perkin Trans. 1, 1999, 2849

Cycloaddition—double fragmentation reactions of mesoionic compounds with dimethyl 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate: synthesis of aromatic heterocycles

Cycloaddition–double fragmentation reactions of five-membered mesoionic compounds with an oxa-bicycloheptadiene afford a convenient synthetic route to five- and six-membered conjugated heterocycles.