1585-45-1Relevant articles and documents
Synthesis and characterization of new ca-disubstituted (diarylaminomethyl)phosphonates
Cristau, Henri-Jean,Lambert, Jean-Marc,Pirat, Jean-Luc
, p. 1167 - 1170 (2007/10/03)
A convenient and efficient three-step procedure for the preparation of W-protected or unprotected C-disubstituted (di-arylaminomethyOphosphonates 1 is reported. This method allows diversification of the substituents on the carbon in the a-position to the phosphorus, as well as the protective group on the amine and the phosphonate ester group.
PYRIDINES. XIV - ACYLATION DE PYRIDYL-LITHIOENAMIDINES. SYNTHESE DE PYRIDYL-N-ACYLENAMIDINES ET DE PYRIDYLPYRIMIDONES-4.
Compagnon, Paul-Louis,Gasquez, Francoise,Kimny, Tan
, p. 57 - 64 (2007/10/02)
The mixture of PhLi:di- or tri-methylpyridine 1:PhCN:RCOCl (R = Me, Ph, EtO, Me2N) or PHCO2Me (molar ratio 3:1:3:3) leads through the intermediates primary lithioenamines 3 and lithioenamidines 4, to acylated products, N-acylenamines (enamides) 5, β-diketones and β-ketoesters 6, C-acylenamides 7, N-acyleneamidines 8 and their cyclization derivatives, pyridylhydroxypyrimidines 10 (yield up to 60 percent) and pyridyldihydropyrimidones 11 (yield up to 10 percent).Distillation of the crude extract leads to naphthyridones 12 (yield up to 10 percent) which result from thermocyclization of the enamides 5f, 5g and 7f.Various by-products are isolated such as N,N-dimethyl-N',N'-diphenylmethyleneurea resulting from N-lithiodiphenylketimine and phenacylpyridines 13.Crotonization and oxidation of the latter compounds lead to the aza-analogues 14, 15 of dibenzoylstilbenes.
N-Acyl-α-imino Acid Derivatives, II. - Synthesis of N-Acylimines of Methyl Phenylglyoxylate
Koeppen, Juergen,Matthies, Dieter,Schweim, Harald
, p. 2383 - 2389 (2007/10/02)
The title compounds 8 are obtainable via treatment of phenylglycine methyl ester (2) with tert-butyl hypochlorite or by direct dehydrogenation of the N-acylphenylglycine ester 6 with N-bromosuccinimide.
PYRIDINES, PARTIE X - SYNTHESE DE PYRIDYL- ET QUINOLYLENAMIDINES PAR CONDENSATION ENTRE COMPOSES ORGANOLITHIENS ET BENZONITRILE. NOVEAUX INTERMEDIAIRES POUR REACTIONS D'HETEROCYCLISATION
Compagnon, Paul-Luis,Gasquez, Francoise,Compagnon, Odette,Kimny, Tan
, p. 931 - 946 (2007/10/02)
A series of methylpyridyl- and (methyl)quinolylphenylvinylbenzamidines has been synthesized by condensation of organopolylithium compounds derived from polymethylpyridines and quinolines with benzonitrile.In diethyl ether, besides the enamidines, the reaction gives enolizable ketones.Triphenylimidazole, triphenyl-s-triazine and triphenylpyrimidine are isolated in the case of benzylmagnesium chloride.Possible routes leading to the various products are suggested.In diethyl ether, the conditions wich give the enamidine derivatives in useful yields have been established.In liquid ammonia, on the contrary, no polycondensed products were isolated.The intermediate enamine and enamidine anions are trapped in diethyl ether by acetylation of the reaction mixture before hydrolysis.With benzoyl or acetyl chloride, ethyl chloroformate, various C- and N-acylated products (enolizable β-diketones, enamides, acylenamides, N-acylenamidines) and their cyclization products (pyrimidines) are obtained.The latter are also prepared from the isolated enamidines and benzoyl chlorides.
S-TRIMETHYLSILYL BENZOPHENONE THIOOXIME, Ph2C=NSSiMe3. A MODERATELY STABLE THIOOXIME PRECURSOR
Pike, Stephen,Walton, David R. M.
, p. 4989 - 4990 (2007/10/02)
The title compound, Ph2C=NSSiMe3, is a useful precursor for thiooximes, including the unstable Ph2C=NSH.
