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A simple, rapid, and highly regioselective green protocols for the synthesis of β-hydroxylnitriles by the direct reaction of epoxides with trimethylsilyl cyanide in the presence of catalytic amount of lithium perchlorate under solvent free conditions in high to quantitative yield is reported  

A convenient, green, and efficient procedure for the synthesis of S-vinyl dithiocarbamates by a simple one-pot three-component condensation of an amine, carbon disulfide, and alkynes is described in the absence of any transition metal catalyst and under solvent-free conditions. This clean and improved method selectively furnishes the corresponding (Z)-S-vinyl dithiocarbamates in good to excellent yields. The reaction is clean with simple product workup and is carried out at 80 C. Graphical Abstract: [Figure not available: see fulltext.]  

Without using any catalysts, a variety of epoxides undergo ring-opening by aromatic amines to afford the corresponding 1,2-amino alcohols in high to excellent yields with good regioselectivity in the presence of water as solvent and under solvent-free conditions  

A simple, rapid, and highly regioselective green protocols for the synthesis of β-hydroxylnitriles by the direct reaction of epoxides with trimethylsilyl cyanide in the presence of catalytic amount of lithium perchlorate under solvent free conditions in high to quantitative yield is reported. © 2005 Elsevier B.V. All rights reserved  

A very efficient and mild procedure for the trimethylsilylation of a wide variety of alcohols, including primary, allylic, benzylic, secondary, hindered secondary, tertiary, and phenols with hexamethyldisilazane on the surface of silica gel dispersed with LiClO4 in room temperature at few minutes in excellent yields under neutral conditions is reported. This procedure also allows the excellent selectivity under LP-SiO2 system for silylation of alcohols in the presence of amine and phenolic hydroxy groups  

This study describes an efficient method for ortho-selective halogenation of N-arylcarbamates under mild conditions for the first time. Although being weakly coordinating, N-arylcarbamates act very well as a removable directing group for activation of C-H bonds. The developed procedure results in extremely valuable halogenated N-arylcarbmates that can further be hydrolyzed to halogenated anilines. The obtained reaction conditions showed broad scope and wide functional group tolerance. All the products were formed in good yields with extremely high selectivity  

A simple and efficient synthesis of diol diesters, protected chlorohydrins, chlorohydrins and β-hydroxy azides with acetyl or benzoyl, TMSN3 and TMSCl groups has been achieved by ring opening of epoxides with acetic anhydride, acetyl chloride or benzoyl chloride and TMSN3 using catalytic amount of lithium perchlorate under solvent-free conditions. All reactions proceeded in short times and afforded the corresponding products in good to excellent yields under mild reaction conditions. LiClO4 shows enhanced reactivity for the ring opening of epoxides under solvent-free conditions, therefore, reducing the reaction times dramatically and improved the yields and amount of catalyst. © 2007... 

An environmentally benign, aqueous synthesis of 1,2-azidoalcohols via regioselective ring opening of their epoxides using magnetic imidazolium based dicationic room temperature ionic liquid, [pbmim](FeCl4)2, as an efficient magnetic phase transfer catalyst in water has been described. The present approach offers the advantages of clean reaction, simple methodology, short reaction time, high yield, easy purification and reusable catalyst  

A very efficient and mild procedure for the trimethylsilylation of a wide variety of alcohols, including primary, allylic, benzylic, secondary, hindered secondary, tertiary, and phenols with hexamethyldisilazane on the surface of silica gel dispersed with LiClO4 in room temperature at few minutes in excellent yields under neutral conditions is reported. This procedure also allows the excellent selectivity under LP-SiO2 system for silylation of alcohols in the presence of amine and phenolic hydroxy groups. © 2005 Elsevier B.V. All rights reserved  

Nitro-reduction by the vinyl halide radical cation CH 2 = CH-X +· (X = Cl or Br) converts nitroaromatics into arylnitrenium ions, significant intermediates in carcinogenesis, and the present study reports on the scope and regioselectivity of this versatile reaction. The reaction is general for different kinds of substituted nitroaromatics; para/meta substitutents have little effect on the reaction while ortho substitutents result in low yields of arylnitrenium ions. The phenylnitrenium ion PhNH + can be generated by chemical ionization (CI) of nitrobenzene using 1,2-dichloroethane as the reagent gas or by atmospheric pressure chemical ionization (APCI) of 1,2-dichloroethane solution doped... 

The reaction of thiooxindoles with various 2- and 3-substituted pyridinium salts afforded a variety of functionalized thiazocinoindoles. The products have been prepared in good to excellent yields by regioselective dinucleophilic C/S-cyclocondensation of thiooxindoles with pyridinium salts  

Abstract: In the present paper, an efficient Cu-catalyzed regioselective acylation of indoles with phenylglyoxals was developed which is the first example of indolyl diketones synthesis by a heterogeneous catalyst. The magnetic polyacrylonitrile was synthesized through anchoring acrylonitrile monomers on Fe3O4 nanoparticles surface and then modified with 2-aminopyridine. At the final step, copper nanoparticles were immobilized onto the polymeric support containing stable ligands from functionalized nitrile groups of polyacrylonitrile. The different techniques such as Fourier transmission infrared spectroscopy, X-ray diffraction, Field emission scanning electron microscopy, Transmission... 

Abstract: Carbonyl compounds were prepared by selective oxidation of alcohols in the presence of recoverable Fe 3O 4@ SiO 2@ Pd magnetic nanocatalyst in aqueous media as a green solvent. Molecular oxygen served as an oxidant. The catalyst was removed from the reaction media by external magnetic field, washed with methanol, and reused for six more times without any considerable reduction in its reactivity. The chemoselectivity and regioselectivity of the catalyst can serve for selective oxidation of primary alcohols in the presence of secondary ones, and for oxidation of unhindered alcohols in the presence of hindered ones. Graphical Abstract: Selective and facile oxidation of alcohols to... 

Gold-catalyzed cyclization of 1,5-diynes with ketones as reagents and solvent provides diversely substituted vinyl ethers under mild conditions. The regioselectivity of such gold-catalyzed cyclizations is usually controlled by the scaffold of the diyne. Herein, we report the first solvent-controlled switching of regioselectivity from a 6-endo-dig- to 5-endo-dig-cyclization in these transformations, providing fulvene derivatives. With respect to the functional-group tolerance, aryl fluorides, chlorides, bromides, and ethers are tolerated. Furthermore, the mechanism and selectivity are put to scrutiny by experimental studies and a thermodynamic analysis of the product. Additionally,... 

A regio- and diastereoselective synthesis of 2,3-dihydro-10b′ H -spiro[indeno[1,2- b ]quinoxaline-11,1′-pyrrolo[2,1- a ]isoquinoline]-2′,3′-diylbis(phenylmethanone) derivatives containing four contiguous chiral stereocenters was achieved through 1,3-dipolar cycloaddition of isoquinolinium N -ylides in a one-pot three-component reaction. The desired products were obtained in short reaction times and in moderate to high yields (up to 92%) under relatively mild reaction conditions. The structure and relative stereochemistry of the desired product was confirmed by X-ray diffraction analysis. © 2020 Georg Thieme Verlag. All rights reserved  

Methods for the regioselective C-H borylation and subsequent cross-coupling of the 2,1-borazaronaphthalene core are reported. Azaborines are dependent on B-N/C=C isosterism when employed in strategies for developing diverse heterocyclic scaffolds. Although 2,1-borazaronaphthalene is closely related to naphthalene in terms of structure, the argument is made that the former has electronic similarities to indole. Based on that premise, iridium-mediated C-H activation has enabled facile installation of a versatile, nucleophilic coupling handle at a previously inaccessible site of 2,1-borazaronaphthalenes. A variety of substituted 2,1-borazaronaphthalene cores can be successfully borylated and... 

Lithium perchlorate has been found to be an inexpensive and efficient catalyst for the ring opening of epoxides by indole and N-methylindole, which provides an environmentally friendly method for the synthesis of substituted indoles. A complete regioselectivity in favor of nucleophilic attack at the benzylic carbon atom of aromatic epoxides, such as styrene oxide, is observed. However, aliphatic unsymmetrical alkene oxides undergo selective nucleophilic attack at the sterically less-hindered carbon atom. This catalyst offers several advantages, such as short reaction time, high yields, lower catalytic loading, simple experimental procedure, and easy isolation of the products, under... 

Lithium perchlorate catalyzed the ring opening of epoxides with amines to provide the corresponding β-aminoalcohols in excellent yields with high regioselectivity. The reaction proceeds rapidly under mild and neutral conditions and worked well with primary, secondary, aliphatic, aromatic, and hindered amines in short times at room temperature, in the absence of solvent. © 2005 NRC Canada  

The catalytic activity of highvalent iron-oxo active species of heme enzymes is known to be dependent on the nature of the axial ligand trans to the iron-oxo group. In a similar fashion, experimental studies on iron-oxo porphyrin biomimetic systems have shown a significant axial ligand effect on ethylbenzene hydroxylation, with an axial acetonitrile ligand leading to phenyl hydroxylation products and an axial chloride anion giving predominantly benzyl hydroxylation products. To elucidate the fundamental factors that distinguish this regioselectivity reversal in iron-oxo porphyrin catalysis, we have performed a series of density functional theory calculations on the hydroxylation of...