Editorial: Max Malacria 65th birthday special issue
Professor Max Malacria, Université Pierre et Marie Curie (UPMC), is celebrating his 65th birthday this year, and this themed collection marks this exciting occasion.
Pyridine synthesis by [4 + 2] cycloadditions of 1-azadienes: hetero-Diels Alder and transition metal-catalysed approaches
Cycloaddition reactions are powerful tools in synthetic chemistry.
Chopping unfunctionalized carbon–carbon bonds: a new paradigm for the synthesis of organonitriles
Chopping of carbon–carbon bonds was very recently shown to be an efficient new strategy for the synthesis of organonitriles, as developed in this Highlight.
Development of sustainable fluorous chemistry: the synthesis and characterization of fluorous ethers with nonafluoro-tert-butoxy groups
Nonafluoro-t-butyl propyl (1), allyl (2), and propargyl (3) ethers as well as bis(nonafluoro-t-butoxy) ethane (4), propane (5), and butane (6) were prepared by the reaction of sodium nonafluoro-t-butoxide (7) with the corresponding alkyl halides.
Function through bio-inspired, synthesis-informed design: step-economical syntheses of designed kinase inhibitors
We describe here step-economical, function-oriented strategies towards the syntheses of potent kinase inhibitors inspired by the natural product staurosporine.
Enantioselective allylic amination of MBH carbonates catalyzed by novel chiral 4-dialkylaminopyridine catalysts
The first example of the application of a chiral DMAP catalyst for allylic substitution of MBH carbonates.
Addition of carbon nucleophiles to hemiaminals promoted by a Lewis acidic polyoxotungstate
Organic soluble TBA5K[α1Hf(H2O)4P2W17O61] (POM/Hf) catalyzes the addition of pronucleophiles (silylenolethers, diketones, ketoesters, allylsilane) to unactivated hemiaminals.
Reductive decyanation of malononitriles and cyanoacetates using photoactivated neutral organic super-electron-donors
A metal-free reductive procedure for decyanation of malononitriles and cyanoacetates, using photoactivated organic electron donors, is described.
Synthesis of 1,4-benzodiazepinones and 1,4-benzoxazepinones via palladium-catalyzed amino and oxyacetoxylation
Palladium-catalyzed amino and oxyacetoxylation have been developed to furnish 1,4-benzodiazepinones and 1,4-benzoxazepinones through the diheterofunctionalization of alkenes.
Enantioselective Pd-catalyzed tandem allylic alkylation reaction using monodentate phosphoramidite ligands for the formal total synthesis of huperzine A
Enantioselective synthesis of a key intermediate to (−)-huperzine A by Pd-catalyzed tandem allylic alkylation using a novel monodentate phosphoramidite ligand.
Glycosylation with N-acetyl glycosamine donors using catalytic iron(III) triflate: from microwave batch chemistry to a scalable continuous-flow process
Efficient glycosylation reactions of peracetylated β-D-N-acetyl glycosamines are described using catalytic iron(III) triflate under microwave conditions or in a continuous flow process.
Near-infrared absorbing heterocyclic quinoid donors for organic solar cell devices
Near-infrared absorbing heterocyclic quinoid molecules have been developed as donor materials for organic photovoltaic devices.
Enyne [4 + 4] photocycloaddition with polycyclic aromatics
Polycyclic aromatics undergo [4 + 4] photocycloaddition to give tricyclic polyene products.
N-heterocyclic carbene catalysed oxidative esterification of aliphatic aldehydes
Aliphatic aldehydes are readily transformed to the corresponding esters by oxidative carbene catalysis.
Stereocontrolled synthesis of propionate motifs from L-lactic and L-alanine aldehydes. A DFT study of the hydrogen transfer under endocyclic control
A sequence of Mukaiyama aldol and radical hydrogen transfer reactions was applied to α-alkoxy and α-aminoaldehydes for the synthesis of propionate motifs and subunits thereof.
Stereospecific synthesis of highly functionalized benzo[3.1.0]bicycloalkanes via multistep cascade reactions
A facile approach for the synthesis of benzo[3.1.0]bicycloalkanes via alkylation/cyclopropanation cascade reactions of benzyl bromide with triphenylphosphonium bromide.
Bi(OTf)3-catalysed synthesis of substituted indanes by a double hydroarylation of unactivated 1,3-dienes
A straightforward synthesis of indane derivatives by sequential hydroarylation of 1,3-dienes catalysed by bismuth(III) triflate is presented.
Radical vinylation of dioxolanes and N-acylpyrrolidines using vinyl bromides
Radical vinylation of 1,3-dioxolanes and N-acylpyrrolidines using vinyl bromides with an electron-withdrawing substituent proceeded well to give the vinylated products.
Intermolecular reactions of gold(I)-carbenes with furans by related mechanisms
The intermolecular gold(I)-catalyzed reactions of propargyl carboxylates, 1,6-enynes, or 7-substituted 1,3,5-cycloheptatrienes with furans afford cyclopentenones, polyenes or polycyclic compounds by related mechanisms initiated by the electrophilic addition of gold(I) carbenes to furans followed by ring-opening.
Metal-free aerobic C–H oxidation of cyclic enones
A metal-free procedure is described for the aerobic and complete C–H methylene oxidation of Hajos–Parrish enones to versatile dihydroindenediones.
Cyclodextrin-adamantane conjugates, self-inclusion and aggregation versus supramolecular polymer formation
β-Cyclodextrin conjugated to adamantane forms self-inclusion complexes instead of supramolecular polymers.
A problem solving approach for the diastereoselective synthesis of (5′S)- and (5′R)-5′,8-cyclopurine lesions
A high-yielding approach for the diastereoselective syntheses of the four (5′S)- and (5′R)-5′,8-cyclopurine lesions and their phosphoramidites has been developed.
The kinetics of alkyl radical ring closures at selenium: formation of selenane
Intramolecular homolytic substitution reactions of 5-(alkylseleno)pentyl radicals 4 have been investigated by competition kinetics as well as computational techniques.
Polythiophene synthesis via halogen dance
Polymerization of thiophene with a Ni(II) catalyst through halogen dance leads to a new class of polythiophenes.
Cationic gold(I)-catalyzed enantioselective hydroalkylation of unactivated alkenes: influence of the chloride scavenger on the stereoselectivity
Ligand (L*), chloride scavenger (M), and counterion (Y) effects have been studied in unprecedented asymmetric gold-catalyzed hydroalkylation of unactivated alkenes.
Iridium(III) dipyridylamine complexes: synthesis, characterization and catalytic activities in photoredox reactions
After investigation of their photophysical properties, the catalytic activities of various cyclometalated iridium(III) complexes bearing a dipyridylamine as the N^N ligand have been evaluated in a model photoredox reaction.
Visible-light photocatalytic oxidation of 1,3-dicarbonyl compounds and carbon–carbon bond formation
Visible-light photocatalytic oxidation of 1,3-dicarbonyl compounds using Ru(bpy)3Cl2, molecular oxygen and triphenylcarbenium, has been developed for carbon–carbon bond formation giving access to dimerization, allylation and polycyclization products.
Synthesis and characterization of spin-labelled rotaxanes containing tetrathiafulvalene and 1,5-dioxynaphthalene molecular stations
The synthesis and characterization of rotaxanes containing ESR active nitroxide labels as stoppers and tetrathiafulvalene or 1,5-dioxynaphthalene units as molecular stations are reported.
Ru(II)-catalyzed rearrangement of the allenic sulfide bearing propargyl moiety: efficient formation of benzene derivatives
[RuCl2(p-cymene)]2 efficiently catalyzes the rearrangement of allenic sulfides bearing the propargyl moiety to afford 1,2,4-trisubstituted benzene derivatives.
Copper-mediated efficient three-component synthesis of 1,2,4-triazoles from amines and nitriles
An efficient copper-mediated three-component reaction of one molecule of amine and two molecules of nitriles affording fully substituted 1,2,4-triazoles has been developed.
A convenient, economical and scalable multi-gram synthesis of 1-vinylcyclopropyl 4-methylbenzenesulfonate
The efficient and scalable synthesis of a valuable vinylcyclopropane (VCP) building block, which circumvents several problems encountered in previous syntheses, has been developed.
About this collection
We are delighted to present this collection of articles dedicated to Professor Max Malacria to celebrate his 65th birthday. This themed collection is guest edited by Louis Fensterbank and Corinne Aubert.