Ferrocenoyl Benzotriazole,IV: Microwave-Assisted Synthesis of Novel 1,1′-Bis-ferrocenamides

An easily applicable microwave-assisted novel 1,1′-bis-ferrocenoylbenzotriazole-mediated synthesis of novel derivatives for 1,1′-bis-ferrocenamides was applied. This is a cheap, easy, and green method because of microwave irradiation and recovery of benzotriazole.

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Surfactant-Catalyzed Addition of Higher Thiols to N-Aryl Substituted Maleimides

The cationic-type surfactant-catalyzed conjugate addition reaction of long-alkyl-chained thiols with N-aryl-substituted maleimides in water as a green reaction medium afforded the corresponding thia-Michael adducts in moderate to good yields.

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Synthesis of Arylethylene or Diarylethylene Compounds by Pd-Catalyzed Heck Coupling Reaction

We have developed an effective palladium-catalyzed arylation or diarylation couplings of olefins with various aryl halides in the presence of readily available ligands. This method is simple, economical, and practical for the synthesis of arylethylene and diarylethylene.

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Selection of Amino Acids and the Biomimetic Synthesis of Amido Bond in the Presence of β-CD

A new method was developed to construct a special amido bond in the presence of β-cyclodextrin. This process is similar to peptide synthesis in organisms. NMR experiments were performed to investigate the possible mechanism. This work has potential application in biomimetic peptide synthesis.

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C-S Bond-Forming Reactions of Barbiturylbromide with Isothiocarbamides in Aqueous Media

The C-S cross coupling of pharmaceutically active barbituric acid derivatives has been achieved by the interaction of selective monobromobarbituric acid with thioureas in an aqueous medium. This method is applicable for simple thiourea as well as monosubstituted thioureas, and corresponding products are obtained in good yield.

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Mild and Efficient One-Pot Synthesis of 3,5-Disubstituted 1,2,4-Oxadiazoles from Nitriles Mediated by K3PO4

Potassium phosphate, K₃PO₄, has been proved to be a cheap, strong, and efficient reagent for the one-pot synthesis of 3,5-disubstituted-1,2,4-oxadiazoles from nitriles and acid chlorides under mild conditions.

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Aldonitrones as Aldehyde Equivalents: An Efficient,Green, and Novel Protocol for the Synthesis of 1,8-Dioxo-octahydroxanthenes

A novel, self-catalyzed, solvent-free, microwave-enhanced, green, and efficient protocol for the synthesis of 1,8-dioxo-octahydroxanthenes and bis-5,5-dimethyl-1,3-cyclohexanediones by condensing aldo-nitrones (imine oxide) and dimedone (5,5-dimethyl-1,3-cyclohexanedione) under microwave irradiation is disclosed. Product formation (viz. xanthenes and bis-5,5-dimethyl-1,3-cyclohexanediones) is dependent on reaction conditions. The entire process is green and sustainable in terms of solvents, chemicals, reaction procedure, and yields. A plausible reaction mechanism of this reaction is also proposed.

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Generating Encoded Compound Libraries for Fabricating Microarrays as a High-Throughput Protein Ligand Discovery Platform

We demonstrate an effective method for generating libraries of encoded compounds for fabricating large compound microarrays on solid supports. This method is based on one-bead, one-compound synthesis and employs a novel trilayer bead-partition scheme that ensures sufficient quantity of synthesized compounds releasable from each bead for compound microarray fabrication in high-throughput protein–ligand discovery assays.

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Pd-Catalyzed Cross-Coupling of Acyl Chlorides with In Situ–Generated Alkynylzinc Derivatives for the Synthesis of Ynones

A mild and operationally simple procedure by Pd-catalyzed cross-coupling of acyl chlorides with in situ–generated alkynylzinc derivatives was developed, giving the corresponding ynones in good yields.

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Efficient Mo(VI)-Catalyzed Hydration of Nitrile with Acetaldoxime

A method for the selective hydration of nitrile to amide by employing commercially available acetaldoxime and inexpensive oxometallate such as molybdate, vanadate, and tungstate in environmentally friendly water is described. Under this protocol, nitriles including aromatic nitriles, heterocyclic nitriles, and aliphatic nitriles were converted into the corresponding amides in good to excellent yields.

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Asymmetric Synthesis of Novel Vicinal Amino Alcohols via Intramolecular Ketone-N-sulfinylimine Pinacol-Type Reductive Coupling Promoted by SmI2

A novel intramolecular asymmetric ketone-N-sulfinylimine pinacol-type reductive coupling reaction induced by SmI₂ was reported. A series of 1-amino-1,2,3,4-tetrahydronaphthalen-2-carbinols were obtained in moderate to good yields with excellent ee and high dr.

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Efficient One-Pot Synthesis of 3-Amino-7-azaindoles Under Microwave Irradiation

An efficient one-pot synthesis of 3-amino-7-azaindoles was developed, starting from ethyl (3-cyanopyridin-2-yl)carbamate and α -bromoketones by microwave-assisted Thorpe–Ziegler cyclization in the presence of a base. This method features excellent yields, short reaction time (10min), and high functional group compatibility.

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Oxidative Nuclear Bromination of Substituted 4-Pyridones Using Pyridinium Bromochromate

An alternative convenient approach for the bromination of various poly-substituted 4-pyridones has been developed via an oxidative nuclear bromination in the presence of sole pyridinium bromochromate (PBC). The PBC performs the dual role of oxidant and source of Br⁺ during the process.

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PCC-Promoted Dehydration of Aldoximes: A Convenient Access to Aromatic,Heteroaromatic, and Aliphatic Nitriles

A simple and convenient procedure for the synthesis of nitriles by dehydration of aldoximes using a PCC (pyridiniumchlorochromate) has been developed. A variety of aromatic, heteroaromatic, and aliphatic aldoximes are converted.

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Aluminium Chloride–Catalyzed Synthesis of 4-Benzyl Cinnolines from Aryl Hydrazones

An efficient synthesis of 4-benzyl cinnolines from aryl phenylallylidene hydrazone is described. In this report aluminium chloride as a Lewis acid catalyst and toluene as a solvent are used for the synthesis. This method is expected to more advantageous than the other reported methods of synthesis of the cinnoline rings because of its low cost, better yield, and benign reaction conditions.

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Efficient Deallylation of Allyl Phenyl Ethers by Molecular Iodine in PEG-400 and Their Utility for Flavone Synthesis

Rapid and efficient deallylation of allyl phenyl ethers by molecular iodine (20 mol%) in polyethylene glycol-400 at 60 °C has been reported. This method has short reaction time, readily available catalyst, and reuse of reaction medium with good yield. The utility of this methodology has been extended to flavone synthesis.

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Oxidation of Benzaldehydes to Benzoate Esters Using Household Bleach and Sodium Iodide in Alcohol Solvents

Various substituted benzaldehydes were converted into benzoate esters with household bleach and sodium iodide in an alcohol solvent. The reaction works best with methanol. Only 4-chlorobenzaldehyde, 3-nitrobenzaldehyde, and 4-nitrobenzaldehyde reacted completely with 1-propanol under these conditions.

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Boric Acid–Catalyzed One-Pot Access to 7-Aryl-benzopyrano[4,3-b] benzopyran-6,8-diones Under Aqueous Micellar Conditions

A mild protocol for the synthesis of 7-arylbenzopyrano[4,3-b]benzopyran-6,8-diones by three-component reaction of 4-hydroxycoumarin, aromatic aldehyde, and 5,5-dimethylcyclohexane-1,3-dione (dimedone) with boric acid catalyst under aqueous micellar conditions is described. Good to excellent yield, high selectivity, tolerance of several common functional and protecting groups, and green features including avoidance of organic solvent in the reaction as well as isolation stage and use of nontoxic water-compatible mild Lewis acid catalyst are key attractive features of the protocol.

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Highly Stereoselective Cyclopropanation of Olefins Catalyzed by a Novel C 3-Symmetric Arsine

A novel C ₃-symmetric arsine was employed in the one-pot cyclopropanation of olefins with carbonyl-stabilized arsonium ylides formed in situ from phenacyl bromide in the presence of NaHCO₃. This new arsine demonstrates good stereoselectivity and activity in the one-pot cyclopropanation of arylidenemalononitrile.

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Total Synthesis of (±)-Glabridin

An efficient formal synthesis of (±)-glabridin was accomplished in 10 steps from resorcinol using Raney Ni to reduce carbon–carbon double bonds in α,β-unsaturated carbonyl compound as the key step.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]