13312-85-1Relevant academic research and scientific papers
Cyanative alkene-aldehyde coupling: Ni(0)-NHC-Et2AlCN mediated chromanol synthesis with high cis-selectivity at room temperature
Ho, Chun-Yu
supporting information; experimental part, p. 466 - 468 (2010/05/01)
Described are several classes of Ni(0) mediated cyanative alkene-aldehyde coupling reactions, providing 6-membered cores, which complement existing cyclization technology in several respects. Et2AlCN was used as both a cyclization accelerator and CN source. The NHC ligand may have a positive effect in differentiating reductive elimination and syn-β-hydride elimination.
Analyzing the hydrocyanation reaction: Chiral HPLC and the synthesis of racemic cyanohydrins
Jan Gerrits, Pieter,Zumbr?gel, Friedhelm,Marcus, Jan
, p. 8691 - 8698 (2007/10/03)
A method to directly analyze unprotected cyanohydrins (with regard to enantiomeric purity and conversion) via chiral HPLC is described. The influence of the solvent composition on the stability of the unprotected cyanohydrins is investigated. By acidifying the solvent during HPLC analysis, hydrocyanation reactions can be directly followed in time. For many chiral cyanohydrins it is possible to determine both conversion and enantiomeric purity without prior protection of the cyanohydrin. Using a special aqueous-organic two-phase system racemic cyanohydrins can be synthesized in excellent yields.
Synthesis and antimicrobial activity of some heterocyclic compounds
Trivedi, P. B.,Undavia, N. K.,Dave, A. M.,Bhatt, K. N.,Desai, N. C.
, p. 497 - 500 (2007/10/02)
Condensation of 2-phenyl-3-(4-benzoyl hydride)-1,3-quinazolin-4(4H)-one (1) with various aldehydes gives 2-phenyl-3-(4-arylidene-benzoylhydrazide)-1,3-quinazolin-4(4H)-one (II), which on cycloaddition with mercaptoacetic acid yield 4-thiazolidinones (IIIa-o).Compound (I) on treatment with aromatic cyanohydrines and aryl isothiocyanates gives α-carbohydrazino nitriles of (IVa-m) and thiosemicarbazides (Va-l) respectively.The structures of III-V have been elucidated on the basis of their elemental analysis and spectral data.These compounds exhibit moderate to goodantibacterial and tuberculostatic activities.
Reductive Coupling of Benzoyl Cyanide and Carbonyl Compounds by Aqueous Ti(III) Ions. A New Convenient and Selective Access to the Less Stable Mixed Benzoins
Clerici, Angelo,Porta, Ombretta
, p. 2889 - 2893 (2007/10/02)
The reactive species formed by the Ti(III) ion reduction of benzoyl cyanide (1) adds to the C-atom of carbonyl compounds 2 under simple experimental conditions.The intermediate 1,2-diols 3 are smoothly converted, without isolation, into the less thermodynamically stable mixed benzoins 4, which are not accessible by the classical benzoin condensation.The possible mechanisms involved in the reaction are discussed.
Hydroxynitrile lyases from almond and sorghum as biocatalysts
Smitskamp-Wilms, E.,Brusse, J.,Gen, A. van der,Scharrenburg, G.J.M. van,Sloothaak, J. B.
, p. 209 - 215 (2007/10/02)
Hydroxynitrile lyases from sweet almond (E.C.4.1.2.10) and from sorghum biocolor (E.C.4.1.2.11) have been purified to homogeneity by ion-exchange chromatography.These enzymes catalyse the decomposition of α-hydroxynitriles to aldehydes and hydrocyanic acid (HCN) and show great promise for synthetic applications in the reverse reaction: the stereospecific addition of HCN to aldehydes to form enantio-pure α-hydroxynitriles.Physical and kinetic characteristics of the two dominating isoenzymes in each source were compared and revaled appreciable species-specific differences in substrate specificity between iso forms within one species, were, however, found to be small.The native molecular weight for the sorghum lyase was found to be 95kDa.This is in contrast with an earlier reported value of 180 kDa.From the kinetic parameters Km and Vmax, a specificity constant was calculated, which can be used to predict the potential application of oxynitrilase as a biocatalyst for specific synthetic purposes.
