A copper-mediated three-component approach towards the synthesis of 3-cyanoimidazo[1,2-a]pyridines from 2-aminopyridines, acetophenones and benzyl cyanide was developed. This cascade reaction proceeds through a copper-mediated oxidative release of cyanide from benzyl cyanide, a copper-mediated Ortoleva-King reaction, and a copper-catalyzed cyanation.

a mild and efficient one-pot three-component and environmentally benign approach for the synthesis of a wide range of hydantoin annulated derivatives has been described. a multi-component reaction between a carbonyl compounds (ketone or aldehyde), potassium cyanide and ammonium carbonate (as cyanating agent and amine source, respectively leads to the formation of hydantoins. the proposed optimi...

A short synthetic sequence leading to the formation of the C,D,E-ring subunit of the Aspidosperma alkaloids is reported. This route is based on a ring fragmentation/intramolecular azomethine ylide 1,3-dipolar cycloaddition reaction sequence that gives the desired tricyclic product as a single diastereomer. A γ-amino-β-hydroxy-α-diazo carbonyl compound is shown to fragment in the presence of a L...

The addition of bis(pinacolato)diboron [(Me4C2O2)B-B(O2C2Me4)] to α,β-unsaturated carbonyl compounds giving β-boryl carbonyl compounds and the addition to terminal alkynes yielding either 2-boryl-1-alkenes or 1-boryl-1-alkenes were carried out in DMF at room temperature in the presence of CuCl and AcOK. The transmetalation between diboron and [Cu(Cl)OAc]K generating a borylcopper species was pr...

We report a one-pot synthesis of nitrogen heterocyclic compounds initiated by the allylation of the formyl group of bifunctional carbonyl compounds accompanying chemo-, regio-, and diastereoselective carbon-carbon bond formation in side chain moieties.

The diazo group of a series of a-diazo carbonyl compounds can be reduced to the corresponding CH2 group by Bu3SnH under Cu(acac)2-catalytic or photochemical conditions. The mechanistic aspects of this reaction were investigated in some detail, and a possible reaction pathway was discussed. q 2000 Elsevier Science Ltd. All rights reserved.

Submit Manuscript | http://medcraveonline.com carbonic acid derivatives is a method frequently used for the synthesis of pyrimidines and 1,3-thiazines [1-7]. Although these methods have been mentioned in the literature for a long time, there are only a few examples of investigation on the mechanism and the stereochemistry of reactions. Based on earlier examinations [5-7] reaction of α,β-unsatur...

Adding a small amount of fully dispersed Pt entities onto the Au surface in Au/SiO(2) catalyst is found to be an efficient approach to improve the catalytic activity of Au (up to 70-fold) for the hydrogenation of α,β-unsaturated carbonyl compounds, without alternating its selectivity towards C=O or C=C bond hydrogenation.

AgOTf-catalyzed one-pot reactions of 2-alkynylbenzaldoximes with various α,β-unsaturated carbonyl compounds under mild conditions are described, which provides a facile and efficient pathway for the synthesis of 1-alkylated isoquinoline derivatives. The method tolerates a wide range of substrates and allows for the preparation of the products of interest in moderate to excellent yields.

A new procedure is described for the synthesis of a,/?-glycosyl cyanides by the reaction of per-O-benzylated S-a-D-glycopyranosyl phosphorothioates with trimethylsilyl cyanide in the presence of Lewis acid. Starting S-glycosyl phosphorothioates are prepared, directly, from O-benzyl protected reducing D-hexopyranoses (gluco-, galacto-, manno-) and alkylammonium salt of phosphorothioic acid under...