69948-54-5Relevant academic research and scientific papers
Regioselective alkylations of cyclic 1,3-diketones via metalated dimethylhydrazones
Demir, Ayhan S.,Enders, Dieter
, p. 553 - 563 (1997)
Cyclic 1,3- diketones 1 are transformed into their 2,2-dimethylhydrazones 2, which can be alkylated regioselectively at different positions after mono-, di-, tri-, and tetrametalation. Monometalated C-2 unsubstituted hydrazones afford C-2 and N- alkylation, monometalated C-2 substituted hydrazones afford only C-2 alkylation.The regioselectivity of the alkylation of the polymetalated hydrazones follows Hauser's rule according to the sequence: NH- > C-4 Ha > C-5 > C-4 Hb. Hydrolysis of the product hydrazones 3-5 afforded mono- and polyalkylated 1,3- diketones 7 in good yields.
Reactions of cyclic enhydrazinoketones with arylidene derivatives of malononitrile. Synthesis of fused N-substituted 1,4-dihydropyridines
Lichitsky,Yarovenko,Zavarzin,Krayushkin
, p. 1251 - 1254 (2007/10/03)
A new method for the synthesis of fused N-amino-1,4-dihydropyridines was proposed. The method is based on the addition of cyclic enhydrazinoketones to arylidenemalononitriles. The structures of the compounds synthesized were studied using 1H NMR spectroscopy.
Synthesis of Bicyclic and Tricyclic Enones via Regioselektive Dialkylation of Cyclic 1,3-Diketone-dimethylhydrazones with 4-Chlorobutane-2-one
Demir, Ayhan S.,Enders, Dieter
, p. 834 - 838 (2007/10/02)
An efficient, regioselective synthesis of substituted bicyclo nonenes and decenes of type (4a,b) and the tricyclic tetradecadiene (5) is described.The key step is the regioselective dialkylation of cyclic 1,3-diketone-dimethylhydrazones (1a-e) with 4-chlo
ASYMMETRIC MICHAEL ADDITION/LACTAMIZATION VIA SAMP-/RAMP-HYDRAZONES ENANTIOSELECTIVE SYNTHESIS OF SUBSTITUTED TETRAHYDRO-2,5(1H,3H)-QUINOLINEDIONES
Enders, Dieter,Demir, Ayhan S.,Puff, Heinrich,Franken, Sybille
, p. 3795 - 3798 (2007/10/02)
An efficient and highly diastereo- and enantioselective annulation of cyclic 1.3-diketones to tetrahydro-quinolinediones of type 4 and 5 in good overall yields is described.The key step is the Michael addition of the corresponding lithiated SAMP-/RAMP-hydrazones to arylidenemalonates followed by lactamization with virtually complete asymmetric induction (de,ee98percent).
