Regio- and enantioselective reduction of substituted acenaphthenequinones were conducted under mild reaction conditions using plant enzymatic systems. A screening of 15 plants allowed the selection of two suitable pla...Regio- and enantioselective reduction of substituted acenaphthenequinones were conducted under mild reaction conditions using plant enzymatic systems. A screening of 15 plants allowed the selection of two suitable plants fulfilling enantiocomple- mentarity. The (+)- and (-)-mono hydroxyacenaphthenones were achieved with high conversion and good enantiomeric purity using peach (Prunus persica (L.) Batsch., conversion 98%, 71% ee) and carrot (Daucus carota L., conversion 95%, 81% ee), respectively.展开更多
An efficient synthesis of symmetrical 2,2-bis(1H-indol-3-yl)-2H-acenaphthen-1-one is achieved via a reaction of acenaphthe-nequinone and indoles catalyzed by solid superacid SO4^2-/TiO2 under solvent-free conditions...An efficient synthesis of symmetrical 2,2-bis(1H-indol-3-yl)-2H-acenaphthen-1-one is achieved via a reaction of acenaphthe-nequinone and indoles catalyzed by solid superacid SO4^2-/TiO2 under solvent-free conditions at room temperature by grinding, which provides an efficient route to the synthesis of symmetrical 2,2-bis(1H-indol-3-yl)-2H-acenaphthen-1-one.This procedure offers several advantages including solvent-free conditions,excellent yields of products,simple work-up as well as reuse of catalysts which makes it a useful and attractive protocol for the synthesis of these compounds.展开更多
A Schiff base, (E)-ethyl-4-(2-oxoacenaphthylen-1(2H)-ylideneamino)benzoate, (E4AB) had been synthesized in good yield by the acid-catalyzed condensation reaction of acenaphthenequinone and ethyl-4-aminobenzoate in met...A Schiff base, (E)-ethyl-4-(2-oxoacenaphthylen-1(2H)-ylideneamino)benzoate, (E4AB) had been synthesized in good yield by the acid-catalyzed condensation reaction of acenaphthenequinone and ethyl-4-aminobenzoate in methanolic solution. The synthesized compound was elucidated by elemental analysis (CHN), FTIR, 1H-NMR, 13C-NMR and single crystal X-ray diffraction. E4AB crystallized in the monoclinic crystal system with space group P21/c, Z = 4, V = 1569.3(2) ?3 and unit cell parameters a = 9.1589(8) , b = 21.2003(17)?, c =8.4502(7) ?, β= 106.972(2)°. The crystal structure of the compound is stabilized by intermolecular C-H···O hydrogen bonds and weak intermolecular π···π interactions. The title compound had been tested for the antimicrobial activity against Bacillus subtilis (B. subtilis), Enterobacter and Fusarium oxysporum f. sp. Cubense (Foc) by disc-diffusion method. E4AB is relatively active against Foc which is a pathogen that cause Wilt disease (also well known as Panama disease) in banana plantation.展开更多
A highly chemoselective method for the synthesis of heterocyclic [3.3.3]propellane derivatives was developed via sequential three-component reactions of acenaphthenequinone, malononitrile/cyanoacetate and a variety of...A highly chemoselective method for the synthesis of heterocyclic [3.3.3]propellane derivatives was developed via sequential three-component reactions of acenaphthenequinone, malononitrile/cyanoacetate and a variety of 1,3-dicarbonyl compounds under mild conditions in ethanol. A plausible mechanism for this type of reaction was proposed. The value of this method was highlighted by its high selectivity, simple procedures, and good yields.展开更多
基金the Program for Changjiang Scholars,the Innovative Research Team in University(No.IRT0711)the Technology Foundation of Shanghai(No.04DZ05605)for financial support of the research.
文摘Regio- and enantioselective reduction of substituted acenaphthenequinones were conducted under mild reaction conditions using plant enzymatic systems. A screening of 15 plants allowed the selection of two suitable plants fulfilling enantiocomple- mentarity. The (+)- and (-)-mono hydroxyacenaphthenones were achieved with high conversion and good enantiomeric purity using peach (Prunus persica (L.) Batsch., conversion 98%, 71% ee) and carrot (Daucus carota L., conversion 95%, 81% ee), respectively.
基金supported by the research foundation of Hebei University of Science and Technology
文摘An efficient synthesis of symmetrical 2,2-bis(1H-indol-3-yl)-2H-acenaphthen-1-one is achieved via a reaction of acenaphthe-nequinone and indoles catalyzed by solid superacid SO4^2-/TiO2 under solvent-free conditions at room temperature by grinding, which provides an efficient route to the synthesis of symmetrical 2,2-bis(1H-indol-3-yl)-2H-acenaphthen-1-one.This procedure offers several advantages including solvent-free conditions,excellent yields of products,simple work-up as well as reuse of catalysts which makes it a useful and attractive protocol for the synthesis of these compounds.
文摘A Schiff base, (E)-ethyl-4-(2-oxoacenaphthylen-1(2H)-ylideneamino)benzoate, (E4AB) had been synthesized in good yield by the acid-catalyzed condensation reaction of acenaphthenequinone and ethyl-4-aminobenzoate in methanolic solution. The synthesized compound was elucidated by elemental analysis (CHN), FTIR, 1H-NMR, 13C-NMR and single crystal X-ray diffraction. E4AB crystallized in the monoclinic crystal system with space group P21/c, Z = 4, V = 1569.3(2) ?3 and unit cell parameters a = 9.1589(8) , b = 21.2003(17)?, c =8.4502(7) ?, β= 106.972(2)°. The crystal structure of the compound is stabilized by intermolecular C-H···O hydrogen bonds and weak intermolecular π···π interactions. The title compound had been tested for the antimicrobial activity against Bacillus subtilis (B. subtilis), Enterobacter and Fusarium oxysporum f. sp. Cubense (Foc) by disc-diffusion method. E4AB is relatively active against Foc which is a pathogen that cause Wilt disease (also well known as Panama disease) in banana plantation.
文摘A highly chemoselective method for the synthesis of heterocyclic [3.3.3]propellane derivatives was developed via sequential three-component reactions of acenaphthenequinone, malononitrile/cyanoacetate and a variety of 1,3-dicarbonyl compounds under mild conditions in ethanol. A plausible mechanism for this type of reaction was proposed. The value of this method was highlighted by its high selectivity, simple procedures, and good yields.