The 1,4-diazabicyclo[2.2.2]octane(DABCO) catalyzed reaction of cyclohexane-1,3-dione or dimedone with various aldehydes in acetonitrile resulted in the polysubstituted tetraketones, spiro dihydrofurans or 1,8-dioxo-...The 1,4-diazabicyclo[2.2.2]octane(DABCO) catalyzed reaction of cyclohexane-1,3-dione or dimedone with various aldehydes in acetonitrile resulted in the polysubstituted tetraketones, spiro dihydrofurans or 1,8-dioxo-xanthenes derivatives as main products respectively according to the structure of reactants and reaction conditions.展开更多
Coupling of dimedone with the diazonium salt of 4-aminoantipyrine afforded 2,3-dimethyl-4-[2-(5,5-dimethyl- 2,6-dioxocyclohex-2-ylidend)-hydrazino]-5-oxo-1-phenylpyrazoline (3). Reaction of 3 with excess phenylhyd...Coupling of dimedone with the diazonium salt of 4-aminoantipyrine afforded 2,3-dimethyl-4-[2-(5,5-dimethyl- 2,6-dioxocyclohex-2-ylidend)-hydrazino]-5-oxo-1-phenylpyrazoline (3). Reaction of 3 with excess phenylhydrazine gave the mixed trishydrazone derivative 4. Treatment of 3 with hydroxylamine produced the bisoxime 5 which upon dehydrative cyclization with acetic anhydride gave the corrsponding tetrahydrobenzo[d][1,2,3]triazole derivative 7. A one-pot synthesis of 7 was done by reacting 3 with hydroxylamine hydrochloride in pyridine, followed by heatment with acetic anhydride.展开更多
2,2'-Arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) 4l-s produced from reaction between dimedone with various aldehydes in acetonitrile using ZnO as a catalyst;whereas in the presence of ZnO-acetyl ...2,2'-Arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) 4l-s produced from reaction between dimedone with various aldehydes in acetonitrile using ZnO as a catalyst;whereas in the presence of ZnO-acetyl chloride catalysts the reaction is limited to give only 1,8-dioxo-octahydroxanthenes 3a-k in very good yields.展开更多
A clean, simple, efficient synthesis of 1,8-dioxo-octahydroxanthenes derivatives using ionic liquid 1-butyl, 3-me- thylimidazolium perchlorate ([bmim] ClO4) has been developed. The method provides several advantages s...A clean, simple, efficient synthesis of 1,8-dioxo-octahydroxanthenes derivatives using ionic liquid 1-butyl, 3-me- thylimidazolium perchlorate ([bmim] ClO4) has been developed. The method provides several advantages such as simple work up, environmental friendliness and excellent yields in short reaction time. The ionic liquid [bmim] ClO4 used was recovered and reused for three times.展开更多
The reaction of dimedone with various aromatic aldehydes produces 2,2'-arylmethylene bis (3-hydroxy-5,5-dimethyl-2- cyclohexene-l-one) in excellent yields. The reactions occur in water as solvent at room temperatur...The reaction of dimedone with various aromatic aldehydes produces 2,2'-arylmethylene bis (3-hydroxy-5,5-dimethyl-2- cyclohexene-l-one) in excellent yields. The reactions occur in water as solvent at room temperature and avoiding the addition of any catalyst. The workup procedure is very simple and the products do not required further purification.展开更多
A ligand free, Palladium nanoparticles catalyzed synthesis of pyran derivatives using C-H activated compound, malononitrile and aryl aldehyde via Knoevenagel condensation followed by Michael addition reaction using Pa...A ligand free, Palladium nanoparticles catalyzed synthesis of pyran derivatives using C-H activated compound, malononitrile and aryl aldehyde via Knoevenagel condensation followed by Michael addition reaction using Palladium nanoparticles as catalyst in one-pot is described herein. The advantages of this method lie in its simplicity, low catalyst loading, cost effectiveness and easy to handle. The Palladium Nanoparticles can be reused without loss of activity even after recycling four times. The palladium nanoparticles were characterized by powder X-ray diffraction (XRD), transmission electron microscopy (TEM). The present method also allows us to synthesize highly functionalized title compounds from simple and readily available inputs.展开更多
In the reactions of α-cyanocinnamonitrile or β-cyano-β-carbo-thoxy styrenewith 5,5-dimethyl-1,3-cyclohexanedione in the presence of ammonium acetate under microwaveirradiation without solvent, the2-amino-5,6,7,8-te...In the reactions of α-cyanocinnamonitrile or β-cyano-β-carbo-thoxy styrenewith 5,5-dimethyl-1,3-cyclohexanedione in the presence of ammonium acetate under microwaveirradiation without solvent, the2-amino-5,6,7,8-tetrahydro-5-oxo-4-aryl-7,7-dimethyl-4H-benzo-[b]-pyran derivatives were obtained.However, in the reactions of arylidenecyanoacetamide with 5,5-dimethyl-1,3-cyclohexanedione underthe same reaction conditions, the acridine derivatives were obtained. The structures of the productswere determined by single crystal X-ray diffraction analysis.展开更多
A series of 10-methyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione derivatives were synthesized by one-pot reaction of aldehyde, dimedone or 1,3-cyclohexanedione and methylamine in glycol or water under microwave ...A series of 10-methyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione derivatives were synthesized by one-pot reaction of aldehyde, dimedone or 1,3-cyclohexanedione and methylamine in glycol or water under microwave heating without catalyst. The method has the advantage of short routine and reaction time, high yields as well as friendly environment. And the reaction was not only suitable for aliphatic and aromatic monoaldehyde, but also for aromatic dialdehyde.展开更多
Multicomponent synthesis of mono and bis 4-substituted-1,4-dihydropyridines from aldehydes,dimedone and ammonium acetate in the presence of an efficient recyclable catalyst,L-proline,in high yield and short reaction t...Multicomponent synthesis of mono and bis 4-substituted-1,4-dihydropyridines from aldehydes,dimedone and ammonium acetate in the presence of an efficient recyclable catalyst,L-proline,in high yield and short reaction time is reported.展开更多
The combination of isatin, barbituric acid, and cyclohexane-1,3-dione derivatives in the presence of alum (KAI(SO4)2· 12H2O) as a catalyst for 15 min was found to be a suitable and efficient method for the sy...The combination of isatin, barbituric acid, and cyclohexane-1,3-dione derivatives in the presence of alum (KAI(SO4)2· 12H2O) as a catalyst for 15 min was found to be a suitable and efficient method for the synthesis of spiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-tetraones.展开更多
基金Supported by the National Natural Science Foundation of China(No20972132)
文摘The 1,4-diazabicyclo[2.2.2]octane(DABCO) catalyzed reaction of cyclohexane-1,3-dione or dimedone with various aldehydes in acetonitrile resulted in the polysubstituted tetraketones, spiro dihydrofurans or 1,8-dioxo-xanthenes derivatives as main products respectively according to the structure of reactants and reaction conditions.
文摘Coupling of dimedone with the diazonium salt of 4-aminoantipyrine afforded 2,3-dimethyl-4-[2-(5,5-dimethyl- 2,6-dioxocyclohex-2-ylidend)-hydrazino]-5-oxo-1-phenylpyrazoline (3). Reaction of 3 with excess phenylhydrazine gave the mixed trishydrazone derivative 4. Treatment of 3 with hydroxylamine produced the bisoxime 5 which upon dehydrative cyclization with acetic anhydride gave the corrsponding tetrahydrobenzo[d][1,2,3]triazole derivative 7. A one-pot synthesis of 7 was done by reacting 3 with hydroxylamine hydrochloride in pyridine, followed by heatment with acetic anhydride.
基金support from the Research Council of University of Sistan and Baluchestan, Iran
文摘2,2'-Arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) 4l-s produced from reaction between dimedone with various aldehydes in acetonitrile using ZnO as a catalyst;whereas in the presence of ZnO-acetyl chloride catalysts the reaction is limited to give only 1,8-dioxo-octahydroxanthenes 3a-k in very good yields.
文摘A clean, simple, efficient synthesis of 1,8-dioxo-octahydroxanthenes derivatives using ionic liquid 1-butyl, 3-me- thylimidazolium perchlorate ([bmim] ClO4) has been developed. The method provides several advantages such as simple work up, environmental friendliness and excellent yields in short reaction time. The ionic liquid [bmim] ClO4 used was recovered and reused for three times.
文摘The reaction of dimedone with various aromatic aldehydes produces 2,2'-arylmethylene bis (3-hydroxy-5,5-dimethyl-2- cyclohexene-l-one) in excellent yields. The reactions occur in water as solvent at room temperature and avoiding the addition of any catalyst. The workup procedure is very simple and the products do not required further purification.
文摘A ligand free, Palladium nanoparticles catalyzed synthesis of pyran derivatives using C-H activated compound, malononitrile and aryl aldehyde via Knoevenagel condensation followed by Michael addition reaction using Palladium nanoparticles as catalyst in one-pot is described herein. The advantages of this method lie in its simplicity, low catalyst loading, cost effectiveness and easy to handle. The Palladium Nanoparticles can be reused without loss of activity even after recycling four times. The palladium nanoparticles were characterized by powder X-ray diffraction (XRD), transmission electron microscopy (TEM). The present method also allows us to synthesize highly functionalized title compounds from simple and readily available inputs.
文摘In the reactions of α-cyanocinnamonitrile or β-cyano-β-carbo-thoxy styrenewith 5,5-dimethyl-1,3-cyclohexanedione in the presence of ammonium acetate under microwaveirradiation without solvent, the2-amino-5,6,7,8-tetrahydro-5-oxo-4-aryl-7,7-dimethyl-4H-benzo-[b]-pyran derivatives were obtained.However, in the reactions of arylidenecyanoacetamide with 5,5-dimethyl-1,3-cyclohexanedione underthe same reaction conditions, the acridine derivatives were obtained. The structures of the productswere determined by single crystal X-ray diffraction analysis.
基金Project supported by the National Natural Science Foundation of China (No. 20372057) and the Natural Science Foundation of Jiangsu Province (No. BK2001142).
文摘A series of 10-methyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione derivatives were synthesized by one-pot reaction of aldehyde, dimedone or 1,3-cyclohexanedione and methylamine in glycol or water under microwave heating without catalyst. The method has the advantage of short routine and reaction time, high yields as well as friendly environment. And the reaction was not only suitable for aliphatic and aromatic monoaldehyde, but also for aromatic dialdehyde.
基金support from the Research Council of Islamic Azad University-Rasht Branch
文摘Multicomponent synthesis of mono and bis 4-substituted-1,4-dihydropyridines from aldehydes,dimedone and ammonium acetate in the presence of an efficient recyclable catalyst,L-proline,in high yield and short reaction time is reported.
文摘The combination of isatin, barbituric acid, and cyclohexane-1,3-dione derivatives in the presence of alum (KAI(SO4)2· 12H2O) as a catalyst for 15 min was found to be a suitable and efficient method for the synthesis of spiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-tetraones.