1232-40-2Relevant articles and documents
A simple method for the synthesis of substituted benzylic ketones: Homologation of aldehydes via the in situ generation of aryldiazomethanes from aromatic aldehydes
Angle, Steven R.,Neitzel, Martin L.
, p. 6458 - 6461 (2007/10/03)
A general method for the homologation of aldehydes to benzylic ketones has been developed. Aryldiazomethanes were generated in situ in the presence of an aldehyde by simply heating the tosylhydrazones of aromatic aldehydes in the presence of a stoichiometric amount of base in polar protic solvents. The resulting polar protic solvent promoted homologation afforded benzylic ketones in moderate to excellent yields with a variety of aldehydes. Isolation of the tosylhydrazones was not necessary; they could be prepared in ethanol and carried through the sequence without isolation. This methodology allows easy access to a wide variety of substituted aryldiazomethanes that would be difficult, or even impossible, to prepare via conventional methods and circumvents the toxicity and stability problems associated with the isolation and/or handling solutions of aryldiazomethanes.
Intermolecular and intramolecular ketone-nitrile reductive coupling reactions promoted by TiCl4-Sm system
Zhou, Longhu,Zhang, Yongmin
, p. 2953 - 2960 (2007/10/03)
The intermolecular and intramolecular reductive coupling reactions of ketones with nitriles have been successfully promoted by low-valent titanium prepared by the TiCL4-Sm system. Substituted ketones, monocyclic α-amino alcohols and monocyclic amines composed of a number of substitution patterns have been prepared in good yields at room or THF reflux temperature under neutral conditions. The procedure can avoid over reduction of the resulting of ketones, α-amino alcohols or amines. The crystal structures of two monocyclic α-amino alcohols are reported. (C) 2000 Elsevier Science Ltd.
Regioselective Allylation of Ketenes Promoted by SmI2
Miyoshi, Norikazu,Takeuchi, Seiji,Ohgo, Yoshiaki
, p. 445 - 451 (2007/10/02)
Ketenes react with various allylic halides mediated by 2 equiv. samarium(II) diiodide (SmI2) to the ketenes to afford allylated ketones in good yields.In the reaction with γ-substituted allylic halides, the regioselectivity is influenced by the olefinic geometry of allylic halides.By using γ-substituted (E)-allylic halides, the allylation proceeds on the less hindered site (α-position) of allylic groups predominantly and the tendency was enhanced by the addition of HMPA.