Study of Michael addition on chalcones and or chalcone analogues

Michael addition reaction of 1,3-diphenyl-propenone 1a, e, and f with o-amino thiophenol in the presence of indium trichloride gave the benzothiazine derivatives 2a–c. Condensation of the compound 1a, e with o-phenylene diamine in triethylamine gave the benzodiazepine derivatives 3a–b. Cyclization of 1d with malononitrile in the presence of NaOR/EtOH gave the compound 4. Addition of thiobarbituric acid in triethylamin to 1a gave 5. Condensation of compound 1c with malononitrile in the presence ammonium acetate gave compound 6. 1,3-diphenyl-propenone 1a used as key starting chalcone to react with different active methylene reagents under phase-transfer catalysis condition gave compound 7–9. The structures of the prepared compounds were mainly confirmed on the basis of spectroscopic methods.     

A modified Gaussian moment closure method for nonlinear stochastic differential equations

Parametric excitation of a nonlinear physical pendulum by modulation of its moment of inertia is analyzed in terms of physics as an example of the suggested approach. The modulation is provided by a redistribution of auxiliary masses. The system is investigated both analytically and with the help of computer simulations. The threshold and other characteristics of parametric resonance are found and discussed in detail. The role of nonlinear properties of the physical system in restricting the resonant swinging is emphasized. Phase locking between the drive and oscillations of the pendulum and the phenomenon of parametric autoresonance are investigated. The boundaries of parametric instability are determined as functions of the modulation depth and the quality factor. The feedback providing active optimal control of amplification and attenuation of oscillations is analyzed. An effective method of suppressing undesirable rotary oscillations of suspended constructions is suggested.     

Electrochemical synthesis of 5,6-dihydroxy-2-methyl-1-benzofuran-3-carboxylate derivatives

Electrochemical oxidation of catechols (1a-c) has been studied in the presence of methyl acetoacetate (2a) and ethyl acetoacetate (2b) as nucleophiles in aqueous solution using cyclic voltammetry and controlled-potential coulometry. The results indicate that the quinones derived from catechols (1a-c) participate in Michael addition reactions with 2a and 2b to form the corresponding benzofuran derivatives (3a-f). The electrochemical synthesis of 3a-f has been successfully performed in an undivided cell in good yield and purity. The oxidation mechanism was deduced from voltammetric data and by coulometry at controlled potential. The products have been characterized after purification by IR, ¹H NMR, ¹³C NMR, MS, and single crystal X-ray diffraction.     

Novel 5,6-bis-(4-substitutedphenyl)-2H(3)-pyridazinones: Synthesis and reactions

A series of 5,6-bis(4-substitutedphenyl)-2H(3)-pyridazinones 2a–f have been synthesized from the condensation of the corresponding benzil monohydrazones 1 either with ethyl cyanoacetate or diethyl malonate in ethanol. The synthesized pyridazinones were converted to the corresponding 3-chloro derivatives 3a–f by the action of phosphoryl chloride. Reaction of the latter halogenated pyridazines with various aromatic amines led to the formation of new 3-aminoaryl pyridazines (4) in moderate yield. The structures of all new compounds 2b,c,e,f, 3b–e, 4 were fully identified by the analysis of their ¹H and ¹³C NMR and mass spectra. Some of these synthetic heterocyclic compounds were screened for their antimicrobial activities but they were almost negative.     

Aluminumdodecatungstophosphate (AlPW12O40) as a reusable Lewis acid catalyst: Facile regioselective ring opening of epoxides with alcohols, acetic acid and thiols

AlPW₁₂O₄₀ as a recyclable Lewis acid and stable solid compound was introduced for efficient ring opening of different epoxides with thiols, acetic acid, and primary, secondary, and tertiary alcohols. These processes were carried out at room temperature with high regio- and stereoselectivity.     

Organic Electrosynthesis as a New Facile and Green Method for One‐pot Synthesis of Nanosized Particles of Octahydro‐imidazo[1,2‐a]quinolin‐6‐one Derivatives via a Multicomponent Reaction

Organic electrosynthesis as a new facile and green method was applied for one‐pot synthesis of octahydro‐imidazo[1,2‐a]quinolin‐6‐one derivatives, via a three component condensation of a dimedone, an aldehyde and 2‐(nitromethylene)imidazolidine in propanol in an undivided cell in the presence of sodium bromide as an electrolyte at room temperature. In this study, the anion of dimedone that was produced on the cathode reacted with aromatic aldehydes through the Knoevenagel reaction and then the product condensed with 2‐(nitromethylene)imidazolidine that resulted in a highly efficient formation of octahydro‐imidazo[1,2‐a]quinolin‐6‐one with 50–96% substance yields.     

Electrochemical production of novel products from 2,3-dimethylhydroquinone in the presence of some β-diketones

Abstract  Electrochemical oxidation of 2,3-dimethylhydroquinone has been studied in the presence of β-diketones as nucleophiles in aqueous solution using cyclic voltammetry and controlled-potential coulometry. The results indicate that the derivatives of 2,3-dimethylhydroquinone participate in a Michael addition reaction to form the corresponding benzofuran derivatives. The electrochemical synthesis has been successfully performed at pH 7.0 and E = 0.1 V versus an Ag|AgCl|KCl (3 M) in an undivided cell in good yield and purity. Graphical Abstract        

Electrochemical production of novel products from 2,3-dimethylhydroquinone in the presence of some β-diketones

Abstract  

Electrochemical oxidation of 2,3-dimethylhydroquinone has been studied in the presence of β-diketones as nucleophiles in aqueous solution using cyclic voltammetry and controlled-potential coulometry. The results indicate that the derivatives of 2,3-dimethylhydroquinone participate in a Michael addition reaction to form the corresponding benzofuran derivatives. The electrochemical synthesis has been successfully performed at pH 7.0 and E = 0.1 V versus an Ag|AgCl|KCl (3 M) in an undivided cell in good yield and purity.     

A Fluxional Copper Acetylide Cluster in CuAAC Catalysis

A molecularly defined copper acetylide cluster with ancillary N‐heterocyclic carbene (NHC) ligands was prepared under acidic reaction conditions. This cluster is the first molecular copper acetylide complex that features high activity in copper‐catalyzed azide–alkyne cycloadditions (CuAAC) with added acetic acid even at ?5 °C. Ethyl propiolate protonates the acetate ligands of the dinuclear precursor complex to release acetic acid and replaces one out of four ancillary ligands. Two copper(I) ions are thereby liberated to form the core of a yellow dicationic C₂‐symmetric hexa‐NHC octacopper hexaacetylide cluster. Coalescence phenomena in low‐temperature NMR experiments reveal fluxionality that leads to the facile interconversion of all of the NHC and acetylide positions. Kinetic investigations provide insight into the influence of copper acetylide coordination modes and the acetic acid on catalytic activity. The interdependence of “click” activity and copper acetylide aggregation beyond dinuclear intermediates adds a new dimension of complexity to our mechanistic understanding of the CuAAC reaction.