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In step 2 and 2′ which are Knoevenagel reaction involves coupling of aldehyde with active methylene compound.
The reaction may proceed by an initial Michael addition of the active methylene compound to the activated double bond of 1 followed by a tandem elimination of NHMe2 and condensation with ammonia to give compounds 7a,b.
In the first step, the 4- 4,6-dichloro-1,3,5-triazin-2-yl -N,N-diethylaniline (3) was synthesized from cyanuric chloride 1 and N,N-diethyl aniline 2. Finally aldehyde 5 and suitable active methylene compound 6a-6f were stirred in absolute ethanol containing a catalytic amount of piperidine to yield desired styryl triazines 7a-7f.
From the proposed reaction mechanism, it was deduced that the cations of the ILs can form hydrogen bond with aldehyde to activate the CO bond as electrophile, and the anions of the ILs can promote active methylene compound to produce carboanion as nucleophile, showing dual function activation effect in the catalytic processes.
Interestingly, applied to the synthesis of 8-bromo-2′-deoxyadenosine bis(POM -phosphate POM -phosphateame method led to an unexprodrugside reacthen of elimination/dehydration, yielding exocyclic methylene compound 12 (samemethod
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This methodology was then generalized using other active methylene compounds, such as malononitrile.
The Arylthioindoles (ATIs) along with the corresponding ketone and methylene compounds are potent tubulin assembly inhibitors.
Reaction of enaminone 1 with active methylene compounds in acetic acid in the presence of ammonium acetate led to formation of compounds 7a,b (Scheme 4).
The catalytic performance of this hetero-nanostructure was investigated by Kneovenagel condensation with aldehydes and active methylene compounds under mild conditions.
The six novel fluorescent triazine based styryl compounds were prepared Figure 1 by classical Knoevenagel condensation of 4,4'- 6- 4- diethylamino 4,4'- 6- 4- diethylamino 4,4'- 6- 4- diethylamino 4,4'- 6- 4- diethylaminohylene comphenyl -1,3,5-triazine-2,4cheme 1.
The reaction between active methylene compounds with phenylisothiocyanate and α-haloketones in DMF in the presence of potassium hydroxide is the simple and convenient method for the synthesis of many thiazole derivatives [13 15].
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