A simple and solvent-free procedure to synthesize alpha,alpha'-bis(substituted benzylidene) cycloalkanones, catalyzed by copper(II) trifluoroacetate through crossed-aldol condensation of various aromatic aldehydes with cyclic ketones is reported. The reaction proceeded smoothly in good to excellent yields.

Download full-text PDF

Source
http://dx.doi.org/10.1080/10826060902800874DOI Listing

Publication Analysis

Top Keywords

crossed-aldol condensation
8
aromatic aldehydes
8
catalyzed copperii
8
copperii trifluoroacetate
8
condensation cycloalkanones
4
cycloalkanones aromatic
4
aldehydes catalyzed
4
trifluoroacetate simple
4
simple solvent-free
4
solvent-free procedure
4

Similar Publications

The reaction of [Ru(dmso)Cl] with a potassium salt of four xanthate (RO-C(S)S; R = Me, Et, Pr and Bu) ligands (depicted as L; = 1-4) in hot methanol afforded a group of mixed-ligand complexes of type [Ru(L)(dmso)]. The crystal structures of all the four complexes have been determined, which show that the xanthate ligands are bound to the metal center forming four-membered chelates and dmso is coordinated through sulfur and they are mutually . The relative thermodynamic stability of this and the other possible -isomers of these complexes has been assessed with the help of DFT calculations, which have revealed that the -isomer is the more stable isomer.

View Article and Find Full Text PDF

Conformational search and density functional theory calculations were performed to explore the preferences of helical structures for chiro-specific oligo-γ-peptides of 2-(aminomethyl)cyclopentanecarboxylic acid (γAmc) with a cyclopentyl constraint on the C-C bond in solution. The dimer and tetramer of γAmc (1) with homochiral (1S, 2S) configurations exhibited a strong preference for the 9-membered helix foldamer in solution, except for the tetramer in water. However, the oligomers of γAmc (1) longer than tetramer preferentially adopted a right-handed (P)-2.

View Article and Find Full Text PDF

Water-Tolerant Superbase Polyoxometalate [H(NbO)] for Homogeneous Catalysis.

Angew Chem Int Ed Engl

April 2024

Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University, 1-1 Minami-Osawa, Hachioji, Tokyo, 192-0397, Japan.

Article Synopsis
  • - The doubly protonated Lindqvist-type niobium oxide cluster [H(NbO)], created using microwave-assisted hydrothermal synthesis, acts as a superbase catalyst for Knoevenagel and crossed aldol condensation reactions, with high pK values indicating strong basicity.
  • - Uniquely, [H(NbO)] retains its superbase capabilities even in the presence of water, contrary to typical expectations that water diminishes the basicity of metal oxides and organic superbases.
  • - Density functional theory calculations suggest that the basicity of [H(NbO)] is maintained due to negatively charged surface oxygens that remain even after proton adsorption, along with the presence of un-protonated basic sites
View Article and Find Full Text PDF

Chromium-catalyzed cross-coupling of methyl ketones with cyclic ketones to β-branched β,γ-unsaturated ketones are reported. Interestingly, single-crossed aldol condensation products are formed, even in reactions in which a mixture of products is possible. The reaction is highly chemoselective and regioselective.

View Article and Find Full Text PDF

C-C bond forming reaction of ketone with aldehyde is well-studied for the synthesis of α, β-unsaturated ketones, however, the reaction with two different ketones to unsaturated carbonyl compound has not yet been systematically studied. Probably due to the relatively low reactivity of ketones as electrophiles (aldol acceptors), its propensity for retro-aldol reaction. The reactions often suffer from unsatisfactory chemoselectivity (self- vs.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!