New compounds with carbohydrate-similar structure (carbohydrate mimetics) are presented in this article. Starting from enantiopure nitrones and lithiated TMSE-allene we prepared three 1,2-oxazine derivatives which underwent a highly stereoselective Lewis acid-induced rearrangement to give bicyclic products in good yield. Subsequent reductive transformations delivered a library of new poly(hydro...

Palladium nanoparticles (NPs) stabilized by ImS3-14, a zwitterionic surfactant structurally related to ionic liquids, are revealed here to be good catalysts for the reduction of a large number of substituted aromatic nitro compounds. Our mass spectrometry results are consistent with the formation of amino products in a direct route, where the aromatic nitro compounds are initially reduced to ni...

An enantioselective Pd-catalyzed 6-endo-trig reaction for the synthesis of 2-aryl-chromenes has been developed. A systematic optimization of a TADDOL-derived ligand set resulted in the identification of a novel monodentate phosphoramidite-palladium catalyst that accesses 2-aryl-2H-chromenes with high yield and enantioselectivity under mild conditions. The products obtained from this method can ...

A novel metal-free approach to construct the tetrasubstituted furans from Morita-Baylis-Hillman (MBH)-carbonates of acetylenic aldehydes has been developed. This strategy involves the cascade nucleophilic substitution/5-exo-dig-cycloisomerization of MBH-carbonates with 1,3-dicarbonyl compounds to give uniquely substituted 2-furan-3-yl acrylates. Additionally, the obtained furan adducts open a n...

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Submitted: Jul 13, 2013; Accepted: Aug 26, 2013; Published: Aug 29, 2013 Abstract: Two new arylene diamines compounds have been synthesized via palladium-catalyzed reaction of 1,4-phenylenediamine with two aromatic dibromides. This one-pot reaction was based on using the catalyzed system resulting from Pd / BINAP, Pd / di-t-butylphosphinobiphenyl, Pd / P(t-Bu) , Pd / 1,3-bis(2,63 diisopropylphe...

The palladium catalytic system was first applied to 2-arylquinazoline synthesis via hydrogen transfer methodology. Various (E)-2-nitrobenzaldehyde O-methyl oximes reacted easily with alcohols or benzyl amines to provide N-heterocyclic compounds in good to high yields. Similarly, the heterocyclic products could be prepared by the reaction of 1-(2-nitrophenyl)ethanone, urea and benzyl alcohols. I...

We report the synthesis of l '-heteroaryl-2,S-d imethylazaferrocenes (heteroaryl = 2-bromothiophen-S-yl and 2-bromopyrid-6-yl) via palladium ca talysed cross-coupling reactions along with their crysta llographically determined structures. The newly synthesized compounds as well as the parent 2,S-dimethylazaferrocene have been investigated by cycl ic voltammetlY (CV) and were found to exhibit re...

In the chemistry of polyfunctionalized organic compounds, protecting groups that can undergo mild and selective cleavage while still being stable during the entire synthetic sequence are often required. In this work, we present a straightforward conversion of the robust p-chlorobenzyl ether into the more labile and well-described p-methoxybenzyl ether using palladium catalysis. This reaction wa...