Application of sulfuric acid immobilized on silica gel as an efficient and benign catalyst has been explored in the syn-thesis of 2,4,5-Triaryl-1H-imidazoles via condensation reaction of benzil or benzoin, aldehyde an...Application of sulfuric acid immobilized on silica gel as an efficient and benign catalyst has been explored in the syn-thesis of 2,4,5-Triaryl-1H-imidazoles via condensation reaction of benzil or benzoin, aldehyde and ammonium acetate. The key advantages of this process are high yields, cost effectiveness of catalyst, easy work-up, purification of products by non-chromatographic method and the reusability of the H2SO4.SiO2 catalyst.展开更多
The present work describes a facile,one-pot three component synthesis of a series of 3-[（4,5-diphenyl-2-substituted aryl/heteryl）-1H-imidazol-1-yl]-1H-1,2,4-triazole-5-carboxylic acid derivatives M（1-15）.Benzil,ar...The present work describes a facile,one-pot three component synthesis of a series of 3-[（4,5-diphenyl-2-substituted aryl/heteryl）-1H-imidazol-1-yl]-1H-1,2,4-triazole-5-carboxylic acid derivatives M（1-15）.Benzil,aromatic aldehydes and 3-amino-l,2,4-triazole-5-carboxylic acid was refluxed in ethanol using cerric ammonium nitrate（CAN） as a catalyst to give the title compounds in good yields.The compounds were evaluated for their in vitro antifungal and antibacterial activity.Compounds M1,M9,and M15 were found to be equipotent against Candida albicans when compared with fluconazole.Compounds M2.M5,and M14 showed higher activity against Streptococcus pneumoniae.Escherichia coli and Streptococcus pyogenes,respectively,compared with ampicillin.Docking study of the newly synthesized compounds was performed,and the results showed good binding mode in the active sites of C albicans enzyme cytochrome P450 lanosterol 14α-demethylase.The results of in vitro antifungal activity and docking study showed that synthesized compounds had potential antifungal activity and can be further optimized and developed as a lead compound.展开更多
The reaction of 4-amino-3,5-bis（imidazol-l-ylmethyl）-1,2,4-triazole （abit） and manganese（Ⅱ） salts yields four coordination polymers {[Mn（abit）3]（C104）z}n （1）, {[Mn（abit）3]（PF6）2},, （2）, [Mn（abit）...The reaction of 4-amino-3,5-bis（imidazol-l-ylmethyl）-1,2,4-triazole （abit） and manganese（Ⅱ） salts yields four coordination polymers {[Mn（abit）3]（C104）z}n （1）, {[Mn（abit）3]（PF6）2},, （2）, [Mn（abit）（dca）2（H2O）2],, （3a） and [Mn（abit）（dca）2（H2O）2]n （3b）. Compounds 1 and 2 are one-dimensional triple-stranded chain. Compounds 3a and 3b are polymorphous and construct one-dimensional single chain. The conformational analysis is performed. The thermal properties have been investigated.展开更多
Phosphorus pentoxide supported on silica gel （P2O5/SiO2） has been used as an efficient and reusable catalyst for the one-pot pseudo four-component synthesis of 2,4,5-trisubstituted imidazoles from benzil or benzoin,...Phosphorus pentoxide supported on silica gel （P2O5/SiO2） has been used as an efficient and reusable catalyst for the one-pot pseudo four-component synthesis of 2,4,5-trisubstituted imidazoles from benzil or benzoin, aldehydes, and ammonium acetate. It was also used for four-component preparation of 1,2,4,5-tetrasubstituted imidazoles from benzil or benzoin, aldehydes, primary amine, and ammonium acetate under thermal solvent-free conditions. The remarkable features of this new procedure are high conversions, cleaner reaction, simple experimental and work-up procedures and also the catalyst can be easily separated from the reaction mixture and reused several times without any loss of its activity.展开更多
文摘Application of sulfuric acid immobilized on silica gel as an efficient and benign catalyst has been explored in the syn-thesis of 2,4,5-Triaryl-1H-imidazoles via condensation reaction of benzil or benzoin, aldehyde and ammonium acetate. The key advantages of this process are high yields, cost effectiveness of catalyst, easy work-up, purification of products by non-chromatographic method and the reusability of the H2SO4.SiO2 catalyst.
文摘The present work describes a facile,one-pot three component synthesis of a series of 3-[（4,5-diphenyl-2-substituted aryl/heteryl）-1H-imidazol-1-yl]-1H-1,2,4-triazole-5-carboxylic acid derivatives M（1-15）.Benzil,aromatic aldehydes and 3-amino-l,2,4-triazole-5-carboxylic acid was refluxed in ethanol using cerric ammonium nitrate（CAN） as a catalyst to give the title compounds in good yields.The compounds were evaluated for their in vitro antifungal and antibacterial activity.Compounds M1,M9,and M15 were found to be equipotent against Candida albicans when compared with fluconazole.Compounds M2.M5,and M14 showed higher activity against Streptococcus pneumoniae.Escherichia coli and Streptococcus pyogenes,respectively,compared with ampicillin.Docking study of the newly synthesized compounds was performed,and the results showed good binding mode in the active sites of C albicans enzyme cytochrome P450 lanosterol 14α-demethylase.The results of in vitro antifungal activity and docking study showed that synthesized compounds had potential antifungal activity and can be further optimized and developed as a lead compound.
基金Project supported by the National Natural Science Foundation of China （No. 20671066）, the Jiangsu Province （No. BK2006049）, and the Funds of Key Laboratory of Organic Synthesis of Jiangsu Province.
文摘The reaction of 4-amino-3,5-bis（imidazol-l-ylmethyl）-1,2,4-triazole （abit） and manganese（Ⅱ） salts yields four coordination polymers {[Mn（abit）3]（C104）z}n （1）, {[Mn（abit）3]（PF6）2},, （2）, [Mn（abit）（dca）2（H2O）2],, （3a） and [Mn（abit）（dca）2（H2O）2]n （3b）. Compounds 1 and 2 are one-dimensional triple-stranded chain. Compounds 3a and 3b are polymorphous and construct one-dimensional single chain. The conformational analysis is performed. The thermal properties have been investigated.
文摘Phosphorus pentoxide supported on silica gel （P2O5/SiO2） has been used as an efficient and reusable catalyst for the one-pot pseudo four-component synthesis of 2,4,5-trisubstituted imidazoles from benzil or benzoin, aldehydes, and ammonium acetate. It was also used for four-component preparation of 1,2,4,5-tetrasubstituted imidazoles from benzil or benzoin, aldehydes, primary amine, and ammonium acetate under thermal solvent-free conditions. The remarkable features of this new procedure are high conversions, cleaner reaction, simple experimental and work-up procedures and also the catalyst can be easily separated from the reaction mixture and reused several times without any loss of its activity.
