The reductive cleavage of the C-O bonds of aryl ethers has great potential in organic synthesis. Although several catalysts that can promote the reductive cleavage of aryl ethers have been reported, all such systems require the use of an external reductant, e.g., hydrosilane or hydrogen. Here, we report the development of a new nickel-based catalytic system that can cleave the C-O bonds of ethe...

Following an optimized multicomponent procedure, an aryl amine, a ketone, and a cyclic ether or an alcohol molecule are assembled in a one-pot synthesis by nucleophilic radical addition of ketyl radicals to ketimines generated in situ. The reaction occurs under mild conditions by mediation of the TiCl4/Zn/t-BuOOH system, leading to the formation of quaternary β-amino-ethers and -alcohols. The n...

Aryl and alkyl isoselenocyanates 2 react with ethyl �-chloroacetoacetate (1) in the presence of triethylamine to give the corresponding 4-oxo-2-amino-4,5-dihydroselenophene-3-carboxylates 4a-f in moderate to good yields. DOI: https://doi.org/10.2174/157017807780037342 Posted at the Zurich Open Repository and Archive, University of Zurich ZORA URL: https://doi.org/10.5167/uzh-50685 Accepted Vers...

It was observed that a PhSiH2I-mediated protocol using PhSiH3 and cat. I2 caused the deiodination of 2-(iodomethyl)-2-phenyltetrahydrofuran. Stemming from the investigation of the mechanism, we found that the PhSiH3-I2 system selectively promotes diverse cascade transformations from cyclic ethers to acyclic alkyl iodides, and the PhSiH3-N-iodosuccinimide (NIS) system also promotes cascade trans...

Hydrophobic long-chain alkyl ethers of Sephadex have been synthesized and tested for use in liquid chromatography. With columns prepared in such polar solvents as methanol, reversed-phase systems are obtained where compounds separate in order of decreasing polarity. In such non-polar solvents as heptane, straight-phase systems are formed, and separations occur in order of increasing polarity. T...

An efficient method for alkyl-allyl cross-coupling between ethers and a 9-BBN-derived allylborane catalyzed by indium(I) triflate has been developed. The allylborane proved to be essential to obtain the desired products in high yields. The reaction displayed good substrate scope including high functional group tolerance.

Over the past 40 years, transition metal catalysis has enabled bond formation between aryl and olefinic (sp(2)) carbons in a selective and predictable manner with high functional group tolerance. Couplings involving alkyl (sp(3)) carbons have proven more challenging. Here, we demonstrate that the synergistic combination of photoredox catalysis and nickel catalysis provides an alternative cross-...

The C?H olefination of substituted anisole derivatives by a Pd/S,O-ligand catalyst is reported. reaction proceeds under mild conditions with broad range aryl ethers bearing both electron donating and withdrawing substituents at ortho, meta para positions. Aryl are used as limiting reagents good yields site selectivities observed. methodology operationally simple can be performed aerobic conditi...

In this study, the adsorption behavior of the primary, secondary and tertiary alcohols over nanoscale (1 0 0) surface of defect spinel γ-alumina was investigated with the aid of density functional theory (DFT) at BLYP/DNP level of calculation. The influence of different substituents including alkyl, cycloalkyl, allyl and aryl were analyzed for free and adsorbed alcohols to shed light the adsorp...