Since the discovery by Knoevenagel [1] that doubly activated carbonic acids (CH-acids) react with carbonyl compounds to give the corresponding conjugated olefins, this reaction has been widely used in organic synthesis as an important method for carbon —carbon bond formation [2, 3). The conden­ sation of 1,3-dicarbonyl compounds with monocar­ bonyl compounds usually leads to a,/3-unsaturated pr...

2-Methylprop-2-ene-, prop-2-ene-, 1-methylprop-2-ene-, and (E)-but-2-enesulfonyl chlorides have been used as electrophilic partners in desulfinylative palladium-catalyzed C–C coupling with Grignard reagents and sodium salts of dimethyl malonate and methyl acetoacetate. Neopentyl alk-2-ene sulfonates can also be used as electrophilic partners in desulfinylative allylic arylations and allylic alk...

In order to study the chemical oscillatory behavior and mechanism of a new chlorine dioxide-iodide ion-methyl acetoacetate reaction system, a series of experiments were done by using UV-Vis and online FTIR spectrophotometric method. The initial concentrations of methyl acetoacetate, chlorine dioxide, potassium iodide, and sulfuric acid and the pH value have great influence on the oscillation ob...

3-Amino-3-thioxopropanamide (1) reacted with ethyl acetoacetate to form 6-hydroxy-4-methyl-2-thioxo-2,3-dihydropyridine-3-carboxamide (2), which reacted with α-haloketones 3 to produce 2,3-disubstituted-8-hydroxy-6-methyl-2H,5H-pyrido[3,2-f]-[1,4]thiazepin-5-ones 4a-c. Benzoylation of 4c led to the formation of the dibenzoate derivative 9. Compounds 4a-c could be prepared stepwise through the f...

The molecules of methyl 3-(2-nitrophenylhydrazono)butanoate, C(11)H(13)N(3)O(4), (I), and methyl 3-(2,4-dinitrophenylhydrazono)butanoate, C(11)H(12)N(4)O(6), (II), both prepared from methyl 3-oxobutanoate and the corresponding nitrophenylhydrazine, exhibit polarized molecular electronic structures; in each of (I) and (II), the molecules are linked into chains by a single C-H...O hydrogen bond. ...

Oxalic acid dihydrate as a green, mild and efficient catalyst for the one-pot three-component Biginelli synthesis of 3,4-dihydropyrimidin-2-(1H)-one derivatives from the reaction between β-keto esters (methyl or ethyl acetoacetate), aromatic aldehyde (benzaldehye derivatives) and urea or thiourea under thermal and solvent-free conditions with excellent yields and short reaction time is st...

An efficient, mild and environmentally friendly method was reported for the synthesis of An efficient, mild and environmentally friendly method was reported for the synthesis of pyranopyroles from aryl aldehydes, ethyl acetoacetate, malononitrile and hydrazine hydrate in the presence of catalytic amounts of Methyl imidazolium hydrogen sulfate ([Hmim][HSO4]) as an efficient catalyst. These synth...

In this research, a green, operationally simple, highly efficient and facile cascade Biginelli reaction using various aromatic aldehydes, ethyl acetoacetate, and urea/thiourea has been developed. First, the ionic liquid was prepared from the reaction of 1-methyl-2-pyrolidone with methane sulfonic acid. Then, this ionic liquid was applied as an acidic catalyst in the synthesis of dihydropyrimidi...

Radiation-produced electrons initiate various reaction processes that are important to radiation damage to biomolecules. In this work, the site of attachment of the prehydrated electrons with methyl acetoacetate (MAA, CH3-CO-CH2-COOCH3) at 77 K and subsequent reactions of the anion radical (CH3-CO•--CH2-COOCH3) in the 77 to ca. 170 K temperature range have been investigated in homogeneous H2O a...

The title compound, C(13)H(17)NO(3), was synthesized from methyl 3-oxobutanoate and 4-ethoxy-benzenamine using a catalytic amount of InBr(3) under solvent-free conditions. The 3-amino-but-2-enoic acid methyl ester group is planar and forms a dihedral angle of 83.4 (1)° with the benzene ring. The eth-oxy group is slightly twisted away from the benzene ring [dihedral angle = 13.8 (1)°]. An intra-...