We demonstrate a superficial method for the synthesis of N-substituted 1,8-dioxo-decahydroacridines using β-cyclodextrin as a supramolecular,biodegradable,and reusable catalyst in aqueous medium.The reaction product ...We demonstrate a superficial method for the synthesis of N-substituted 1,8-dioxo-decahydroacridines using β-cyclodextrin as a supramolecular,biodegradable,and reusable catalyst in aqueous medium.The reaction product is in excellent yield with moderate to excellent selectivity.The mechanistic transformation presumably proceeds via a one-pot,multicomponent cyclization of dimedone in the presence of aromatic aldehydes and aromatic amines/INH,undergoing a tandem Michael addition reaction.The proposed approach in this study provides a highly efficient and environmentally benign route to N-substituted 1,8-dioxo-decahydroacridines.展开更多
A convenient method has been developed toward the stereoselective synthesis of N-substituted benzotriazole derivatives under mild conditions. The good stereolectivity, high yields and the simple procedure make the pre...A convenient method has been developed toward the stereoselective synthesis of N-substituted benzotriazole derivatives under mild conditions. The good stereolectivity, high yields and the simple procedure make the present protocol attractive.展开更多
Three full-substituted calix[6]arenes containing the picolinamide groups were synmesized and characterized by IR, ^1HNMR and MS, after series reactions, including lower rim etherification, upper rim ipso-nitration, re...Three full-substituted calix[6]arenes containing the picolinamide groups were synmesized and characterized by IR, ^1HNMR and MS, after series reactions, including lower rim etherification, upper rim ipso-nitration, reduction, amidation.展开更多
An unexpected reaction of 10-bromomethyl-12-oxocalanolide A（2） with primary amine was demonstrated and studied. Consequentially,a new method for the preparation of N-substituted pyrroles starting fromγ-halo-α,β-u...An unexpected reaction of 10-bromomethyl-12-oxocalanolide A（2） with primary amine was demonstrated and studied. Consequentially,a new method for the preparation of N-substituted pyrroles starting fromγ-halo-α,β-unsaturated ketone was presented.展开更多
The solvent extraction of uranium(VI) and europium(III) from nitric acid solution was studied with pi- colinamide dissolved in ethylene dichloride. The distribution ratios of U(VI) and Eu(III) as a function of aqueous...The solvent extraction of uranium(VI) and europium(III) from nitric acid solution was studied with pi- colinamide dissolved in ethylene dichloride. The distribution ratios of U(VI) and Eu(III) as a function of aqueous HNO3 concentration , extractant concentration in organic phase and temperature as well as the salting-out agent con- centration have been measured. The experiment results show that picolinamide has higher extractability for U(VI) than for Eu(III). The composition of extracted species, equilibrium constants and enthalpies of extraction reaction have also been presented.展开更多
A series of N-substituted （Z）-3-（（2-benzyl）-4-oxopent-2-yl）pyrrole-2,5-diones were synthesized and characterized. The compounds were synthesized from dimethyl-2-（（Z）-2-（benzylamino）-4-oxopent-2-en-3-yl） fu...A series of N-substituted （Z）-3-（（2-benzyl）-4-oxopent-2-yl）pyrrole-2,5-diones were synthesized and characterized. The compounds were synthesized from dimethyl-2-（（Z）-2-（benzylamino）-4-oxopent-2-en-3-yl） fumarate （9） and dimethyl acetylenedi-carboxylate followed by reaction with some amines in refluxing ethanol. The identification of the compounds were based on spectroscopic analysis such as 1R （infrared）, UV （ultraviolet）, ^1H-NMR （nuclear magnetic resonance） and the microanalysis of the elements （CHN （microanalysis）） data.展开更多
An efficient synthesis of 3,4-dihydropyrimidine 2 （1H）-ones and thiones （3,4-DHPMs） core was prepared by one-pot threecomponent Biginelli condensation and which was catalyzed by trifluoromethane sulfonic acid. The...An efficient synthesis of 3,4-dihydropyrimidine 2 （1H）-ones and thiones （3,4-DHPMs） core was prepared by one-pot threecomponent Biginelli condensation and which was catalyzed by trifluoromethane sulfonic acid. The classical BigneUi reaction has been extended by the use of N-substituted benzoxazolyl semicarbazides and thiosemicarbazides and this method has the advantage of excellent yields and short reaction times. ？2009 M. Saranga Pard. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.展开更多
The novel coordination structures of europium and terbium chloride-picolinamide complexes （EuCl3-（C6H6N2O）2.5H2O, Eu-pa and TbCl3.（C6H6N2O）2.5H2O, Tb-pa） are reported. The crystal structures in the solid state a...The novel coordination structures of europium and terbium chloride-picolinamide complexes （EuCl3-（C6H6N2O）2.5H2O, Eu-pa and TbCl3.（C6H6N2O）2.5H2O, Tb-pa） are reported. The crystal structures in the solid state are characterized by X-ray single crystal diffraction, FTIR, Raman, FIR, THz and luminescence spectroscopy. In the crystal structures, the pyridyl nitrogen and carbonyl oxygen atoms in picolinamide are coordinated to the metal ions to form a five-membered ring structure. The experimental results indicate the similar coordination structures of Eu and Tb-pa complexes and the changes of hydrogen bonds and conformation provide models for the coordination structures of the ligands induced by complexation. The results of lanthanide ions with ligands having amide groups.展开更多
A hydrogen-bonded supermolecular compound [（C6H5N2O）3·Cu1.5]·6H2O was synthesized from picolinamide and Cu（NO3）2·6H2O at the presence of sodium pyrophosphate decahydrate. It crystallizes in triclini...A hydrogen-bonded supermolecular compound [（C6H5N2O）3·Cu1.5]·6H2O was synthesized from picolinamide and Cu（NO3）2·6H2O at the presence of sodium pyrophosphate decahydrate. It crystallizes in triclinic, space group P1^- with a = 1.05947（8）, b = 1.09130（8）, c = 1.11456（8） nm, a = 67.8460（10）, β= 84.497（1）, γ = 74.6210（10）°, C18H27Cu1.5N6O9, Mr = 566.77, V = 1.15077（15） nm^3, Z = 2, Dc = 1.636 g/cm^3, F（000） = 585,μ= 1.461 mm^-1, R1 = 0.0278 and wR2 = 0.0749. In the complex, the Cu（Ⅱ） ion reveals a distorted tetradentate plane-tetragonal geometry. The structure consists of neutral two-dimensional layers via hydrogen bonds O-H...O and N-H...O between the molecules, and the layers are connected by weak interactions of the Cu-Cu, Cu-N, π-π and hydrogen bonds to form a three-dimensional network structure.展开更多
Eleven novel triterpenoid saponins,N-substituted-β-D-glucosaminide derivatives of oleanolic acid,were designed and synthesized via a stepwise glycosylation strategy.These compounds were evaluated for in vitro cytotox...Eleven novel triterpenoid saponins,N-substituted-β-D-glucosaminide derivatives of oleanolic acid,were designed and synthesized via a stepwise glycosylation strategy.These compounds were evaluated for in vitro cytotoxic activity against six different tumor cell lines.Most of the compounds inhibited the growth of,at least,one tumor cell line effectively at micromolar concentrations.Preliminary structure-activity relationships（SARs） indicate that acylation of the nitrogen of the glucosamine-bearing triterpenoid saponins affords the compounds that are highly cytotoxic towards specific tumor cell lines.展开更多
A series of novel anthranilic diamides containing N-substituted arylmethyl moieties was designed and synthesized, in which the bond distance and conjugation pattern between pyrazole and pyridine rings contained in Chl...A series of novel anthranilic diamides containing N-substituted arylmethyl moieties was designed and synthesized, in which the bond distance and conjugation pattern between pyrazole and pyridine rings contained in Chlorantraniliprole were changed. Their structures were confirmed by JH NMR, IR, elemental analysis or high resolution mass spectromentry{HRMS）, and the conformation of compound 4d was confirmed by X-ray diffraction. The preliminary bioassay results indicate that all the target compounds exhibited moderate insecticidal activity against oriental armyworm at 200 mg/L and some of them presented favorable antitumor activities against human lung cancer cells（A549）, liver cancer cells（BelT402） and colon cancer celIs（HCT-8） in vitro by microculture tetrazolium（MTT） method, among which compound 6j afforded the best anti-proliferative activity at 5μg/mL.展开更多
Polypeptoids have been explored as mimics of polypeptides,owing to polypeptoids'superior stability upon proteolysis.Polypeptoids can be synthesized from one-pot ring-opening polymerization of amino acid N-substitu...Polypeptoids have been explored as mimics of polypeptides,owing to polypeptoids'superior stability upon proteolysis.Polypeptoids can be synthesized from one-pot ring-opening polymerization of amino acid N-substituted N-carboxyanhydrides(NNCAs).However,the speed of polymerization of NNCAs can be very slow,especially for NNCAs bearing a bulky N-substitution group.This hindered the exploration on polypeptoids with more diverse structures and functions.Therefore,it is in great need to develop advanced strategies that can accelerate the polymerization on inactive NNCAs.Hereby,we report that lithium/sodium/potassium hexamethyldisilazide(Li/Na/KHMDS)initiates a substantially faster polymerization on NNCAs than do commonly used amine initiators,especially for NNCAs with bulky N-substitution group.This fast NNCA polymerization will increase the structure diversity and application of polypeptoids as synthetic mimics of polypeptides.展开更多
Aspartic acid and glutamic acid with protected α-amino and α-carboxyl groups had been used to react with the activated hydroxyl group of N-substituted 3,4-fullero pyrrolidine. The products were deprotected, affordin...Aspartic acid and glutamic acid with protected α-amino and α-carboxyl groups had been used to react with the activated hydroxyl group of N-substituted 3,4-fullero pyrrolidine. The products were deprotected, affording two monofuUerene α-amino acids, monofullerene aspartic acid （mFas） and monofullerene glutamic acid （mFgu）. Then a bifullerene glutamic acid conjugate （bFguC） was synthesized by reaction of mFgu containing protected amino group with N-substituted 3,4-fullero pyrrolidine.展开更多
基金supported by Special Assistance Programme SAP,University Grants Commission,New Delhi,India
文摘We demonstrate a superficial method for the synthesis of N-substituted 1,8-dioxo-decahydroacridines using β-cyclodextrin as a supramolecular,biodegradable,and reusable catalyst in aqueous medium.The reaction product is in excellent yield with moderate to excellent selectivity.The mechanistic transformation presumably proceeds via a one-pot,multicomponent cyclization of dimedone in the presence of aromatic aldehydes and aromatic amines/INH,undergoing a tandem Michael addition reaction.The proposed approach in this study provides a highly efficient and environmentally benign route to N-substituted 1,8-dioxo-decahydroacridines.
基金the National Natural Science Foundation of China （No. 20072033）Specialized Research Fund for the Doctoral Program of Higher Education of China.
文摘A convenient method has been developed toward the stereoselective synthesis of N-substituted benzotriazole derivatives under mild conditions. The good stereolectivity, high yields and the simple procedure make the present protocol attractive.
基金Thanks for the support of the National Natural Science Foundation of China （No.20376059）.
文摘Three full-substituted calix[6]arenes containing the picolinamide groups were synmesized and characterized by IR, ^1HNMR and MS, after series reactions, including lower rim etherification, upper rim ipso-nitration, reduction, amidation.
基金supported financially by the National Natural Science Foundation of China(No.90713045)the National 863 Program of China(No.2006AA020501)Basic scientific research foundation of IMM,CAMS(No. 2007ZD03)
文摘An unexpected reaction of 10-bromomethyl-12-oxocalanolide A（2） with primary amine was demonstrated and studied. Consequentially,a new method for the preparation of N-substituted pyrroles starting fromγ-halo-α,β-unsaturated ketone was presented.
文摘The solvent extraction of uranium(VI) and europium(III) from nitric acid solution was studied with pi- colinamide dissolved in ethylene dichloride. The distribution ratios of U(VI) and Eu(III) as a function of aqueous HNO3 concentration , extractant concentration in organic phase and temperature as well as the salting-out agent con- centration have been measured. The experiment results show that picolinamide has higher extractability for U(VI) than for Eu(III). The composition of extracted species, equilibrium constants and enthalpies of extraction reaction have also been presented.
文摘A series of N-substituted （Z）-3-（（2-benzyl）-4-oxopent-2-yl）pyrrole-2,5-diones were synthesized and characterized. The compounds were synthesized from dimethyl-2-（（Z）-2-（benzylamino）-4-oxopent-2-en-3-yl） fumarate （9） and dimethyl acetylenedi-carboxylate followed by reaction with some amines in refluxing ethanol. The identification of the compounds were based on spectroscopic analysis such as 1R （infrared）, UV （ultraviolet）, ^1H-NMR （nuclear magnetic resonance） and the microanalysis of the elements （CHN （microanalysis）） data.
文摘An efficient synthesis of 3,4-dihydropyrimidine 2 （1H）-ones and thiones （3,4-DHPMs） core was prepared by one-pot threecomponent Biginelli condensation and which was catalyzed by trifluoromethane sulfonic acid. The classical BigneUi reaction has been extended by the use of N-substituted benzoxazolyl semicarbazides and thiosemicarbazides and this method has the advantage of excellent yields and short reaction times. ？2009 M. Saranga Pard. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
基金National Natural Science Foundation of China for the grants(Nos.21001009 and 50973003)the State Key Project for Fundamental Research of MOST(No.2011CB808304)+2 种基金National High-tech R&D Program of China(863 Program) of MOST (No.2010AA03A406)the Scientific Research Project of Beijing Municipal Commission of EducationBeijing Natural Science Foundation(No.KZ201310028032)
文摘The novel coordination structures of europium and terbium chloride-picolinamide complexes （EuCl3-（C6H6N2O）2.5H2O, Eu-pa and TbCl3.（C6H6N2O）2.5H2O, Tb-pa） are reported. The crystal structures in the solid state are characterized by X-ray single crystal diffraction, FTIR, Raman, FIR, THz and luminescence spectroscopy. In the crystal structures, the pyridyl nitrogen and carbonyl oxygen atoms in picolinamide are coordinated to the metal ions to form a five-membered ring structure. The experimental results indicate the similar coordination structures of Eu and Tb-pa complexes and the changes of hydrogen bonds and conformation provide models for the coordination structures of the ligands induced by complexation. The results of lanthanide ions with ligands having amide groups.
文摘A hydrogen-bonded supermolecular compound [（C6H5N2O）3·Cu1.5]·6H2O was synthesized from picolinamide and Cu（NO3）2·6H2O at the presence of sodium pyrophosphate decahydrate. It crystallizes in triclinic, space group P1^- with a = 1.05947（8）, b = 1.09130（8）, c = 1.11456（8） nm, a = 67.8460（10）, β= 84.497（1）, γ = 74.6210（10）°, C18H27Cu1.5N6O9, Mr = 566.77, V = 1.15077（15） nm^3, Z = 2, Dc = 1.636 g/cm^3, F（000） = 585,μ= 1.461 mm^-1, R1 = 0.0278 and wR2 = 0.0749. In the complex, the Cu（Ⅱ） ion reveals a distorted tetradentate plane-tetragonal geometry. The structure consists of neutral two-dimensional layers via hydrogen bonds O-H...O and N-H...O between the molecules, and the layers are connected by weak interactions of the Cu-Cu, Cu-N, π-π and hydrogen bonds to form a three-dimensional network structure.
基金Supported by the National Natural Science Foundation of China（Nos.21142010, 81273358） and the PhD Scientific Research Opening Foundation Projects of Liaoning Province of China（No.20091081）.
文摘Eleven novel triterpenoid saponins,N-substituted-β-D-glucosaminide derivatives of oleanolic acid,were designed and synthesized via a stepwise glycosylation strategy.These compounds were evaluated for in vitro cytotoxic activity against six different tumor cell lines.Most of the compounds inhibited the growth of,at least,one tumor cell line effectively at micromolar concentrations.Preliminary structure-activity relationships（SARs） indicate that acylation of the nitrogen of the glucosamine-bearing triterpenoid saponins affords the compounds that are highly cytotoxic towards specific tumor cell lines.
文摘A series of novel anthranilic diamides containing N-substituted arylmethyl moieties was designed and synthesized, in which the bond distance and conjugation pattern between pyrazole and pyridine rings contained in Chlorantraniliprole were changed. Their structures were confirmed by JH NMR, IR, elemental analysis or high resolution mass spectromentry{HRMS）, and the conformation of compound 4d was confirmed by X-ray diffraction. The preliminary bioassay results indicate that all the target compounds exhibited moderate insecticidal activity against oriental armyworm at 200 mg/L and some of them presented favorable antitumor activities against human lung cancer cells（A549）, liver cancer cells（BelT402） and colon cancer celIs（HCT-8） in vitro by microculture tetrazolium（MTT） method, among which compound 6j afforded the best anti-proliferative activity at 5μg/mL.
基金This research was supported by the National Natural Science Foundation of China(Nos.22075078,21774031,21861162010)the Natural Science Foundation of Shanghai(No.118ZR1410300)+3 种基金the National Key Research and Development Program of China(No.2016YFC1100401)the National Natural Science Foundation of China for Innovative Research Groups(No.51621002)Program of Shanghai Academic/Technology Research Leader(No.20XD1421400)Research program of State Key Laboratory of Bioreactor Engineering,the Fundamental Research Funds for the Central Universities(No.22221818014).
文摘Polypeptoids have been explored as mimics of polypeptides,owing to polypeptoids'superior stability upon proteolysis.Polypeptoids can be synthesized from one-pot ring-opening polymerization of amino acid N-substituted N-carboxyanhydrides(NNCAs).However,the speed of polymerization of NNCAs can be very slow,especially for NNCAs bearing a bulky N-substitution group.This hindered the exploration on polypeptoids with more diverse structures and functions.Therefore,it is in great need to develop advanced strategies that can accelerate the polymerization on inactive NNCAs.Hereby,we report that lithium/sodium/potassium hexamethyldisilazide(Li/Na/KHMDS)initiates a substantially faster polymerization on NNCAs than do commonly used amine initiators,especially for NNCAs with bulky N-substitution group.This fast NNCA polymerization will increase the structure diversity and application of polypeptoids as synthetic mimics of polypeptides.
基金the National Natural ScienceFoundation of China(No.20672012).
文摘Aspartic acid and glutamic acid with protected α-amino and α-carboxyl groups had been used to react with the activated hydroxyl group of N-substituted 3,4-fullero pyrrolidine. The products were deprotected, affording two monofuUerene α-amino acids, monofullerene aspartic acid （mFas） and monofullerene glutamic acid （mFgu）. Then a bifullerene glutamic acid conjugate （bFguC） was synthesized by reaction of mFgu containing protected amino group with N-substituted 3,4-fullero pyrrolidine.
