Current Organic Synthesis - Volume 10, Issue 3, 2013

The synthetic potential of the photo-oxygenation has been discussed. It provides an exquisite regioselective, and in many cases stereoselective, entry into synthetically useful feedstock using an environmentally benign oxidant. Allyl hydroperoxides are the principal products when unsaturated compounds undergo photo-oxidation. The singlet oxygen ene reaction is bimolecular process with a rate that depends on concentration Read More

Several compounds that contain the 2-aminothiophene structural motif have been found to be promising pharmacological agents, such as the antipsychotic drug olanzapine, which has already been commercialised. There are many approaches to the synthesis of 2-aminothiophenes; however, the Gewald reaction is considered to be the simplest and most convergent method for generating these heterocycles. The rea Read More

Glycosylphosphatidylinositol (GPI) anchorage of proteins and glycoproteins onto the cell surface is ubiquitous in eukaryotes, and GPI-anchored proteins and glycoproteins play an important role in many biological processes. To study GPI anchorage and explore the functions of GPIs and GPI-anchored proteins and glycoproteins, it is essential to have access to these molecules in homogeneous and structurally defined forms. T Read More

This review covers the recent advances concerning the elusive enantioselective biomimetic cyclization of functionalized unsaturated compounds promoted by halonium ions. The asymmetric halocyclization of multiple carbon-carbon bonds is an important class of organic reactions as it provides stereodefined carbon-halogen bond-containing compounds, which are ubiquitous in nature and other bioactive molecules. Alth Read More

A variety of chiral bisamide ligands have been prepared and widely used in asymmetric catalytic syntheses with highly regioand enantioselective products, especially in the transition-metal-catalyzed asymmetric allylic alkylation reactions. The achievements in the asymmetric allylic alkylation reactions with various nucleophiles have been reviewed. The applications of some typical chiral bisamides in decarboxylative asymmetri Read More

The synthesis of α,β-dehydro-α-aminophosphonic and α,β-dehydro-α-aminophosphinic acid derivatives is discussed. The most important synthetic pathways to the above-mentioned compounds have been divided into four groups depending on the type of bond formed as the last one. The configuration at the C=C double bond can be established based on the specific coupling constants 3JHP and 3JCP for the appropriate Z- Read More

Development of efficient routes to many kinds of fused heterocycles is an attractive area of research since these compounds constitute one of the most interesting divisions of organic chemistry. A majority of the compounds produced by nature as well as significant numbers of compounds synthesized in the industrial sector each year have heterocyclic rings as part of their structures. This review survey research works on th Read More

A highly enantioselectiveorganocatalyticnitromethylphenylsulfone addition to aliphatic α,β-unsaturated aldehydes is reported. The reaction is catalyzed by simple and commercially available secondary amines, affording the cyclic compounds in moderate yields, good diastereoselectivities and excellent enantioselectivities.

The different base-promoted regioselective reactions between dialkyl (2E,3E)-2-[(dimethylamino)methylene]-3-(1-methyl-2,5- dioxoimidazolidin-4-ylidene)succinates and 1,2-diaza-1,3-dienes are investigated. Under the appropriate reaction conditions it is possible to turn the synthesis towards 1,3-dioxo-2,3,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazoles or 1,3-dioxo-1,2,3,5-tetrahydroimidazo[1,5- a]pyridines. Both these transform Read More

The C-C coupling of bicyclic alkene 4 with aryl and heteroaryl iodides gave under reductive Heck conditions the Caryl( hetaryl), N-[((4-pyrimidin-2-yl)piperazin-1-yl)butyl]substituted bicyclic imides 5a-f. The [3+2] cycloadditions of 4 with various nitrile oxides yielded the bridged isoxazoline derivatives 6-8 with potential biological activity.

The cyclocondensation of alkynyl ketones with 1,3-dicarbonyl compounds in the presence of NaOH in DMF at 80 °C affording polysubstituted phenols with high atom-efficiency in moderate to good total yields is developed.

A simple, convenient and highly efficient aerobic oxidative trimerization of indoles has been developed using TEMPO in air, and the corresponding 3-(1H-indol-3-yl)-3,3'-biindolin-2- one derivatives were obtained in moderate to excellent yields. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C3 position of indoles.