2-[3,5-Di-O-β-D-glucosyl-4-(3-methylbut-2-enyl)phenyl]benzofuran-6-ol,a new prenylated arylbenzofuran derivative was isolated from Morus alba L.Its structure was elucidated by various spectroscopic methods including ...2-[3,5-Di-O-β-D-glucosyl-4-(3-methylbut-2-enyl)phenyl]benzofuran-6-ol,a new prenylated arylbenzofuran derivative was isolated from Morus alba L.Its structure was elucidated by various spectroscopic methods including MS,~1H NMR,^(13)C NMR,DEPT,~1H-~1HCOSY,HMQC and HMBC.展开更多
Two new benzofuran lignan glycosides, gelsemiunoside A and B, were isolated from the whole plant of Gelsemium elegans Benth. Their structures were elucidated on the basis of spectroscopic evidence. Furthermore, gelsem...Two new benzofuran lignan glycosides, gelsemiunoside A and B, were isolated from the whole plant of Gelsemium elegans Benth. Their structures were elucidated on the basis of spectroscopic evidence. Furthermore, gelsemiunoside A and B were shown a potent cytotoxic activity by suppressing the proliferation of A375-S2 cells.展开更多
Objective:To find out the in vitro antipalsmodial activities of mangrove leaf extracts.Methods: In vitro antiplasmodial assay was carried out with 13 different mangrove plants.Column chromatography was performed with ...Objective:To find out the in vitro antipalsmodial activities of mangrove leaf extracts.Methods: In vitro antiplasmodial assay was carried out with 13 different mangrove plants.Column chromatography was performed with the most potent Agecerious corniculatum（A.corniculatum） by using various solvent extractions.GC-MS was also preformed with the most potent ethanolic fraction of the A.corniculatum extract.Results:Of the 13 mangroves plants, A.corniculatum showed maximum percentage of parasitemia suppression（94.98±1.16）%.Column chromatography was performed with A.corniculatum with different solvents and the methanolic extract showed maximum percentage（99.73±1.63）%of parasitemia inhibition at 150μg/mL concentration with the IC<sub>50</sub> value of（29.28±3.23）μg/mL concentration.The results of the GC-MS analysis observed that,the most potent methanolic extract showed maximum retention time（30.687 RT） and the chemical class was identified as Spiro[benzofuran-2（3 H）,1’-（3 cyclohexane）-2’,3- dione,7-chloro-4’,6]which was responsible for the antiplasmodial activity.Conclusions:It is concluded from the present study that,the chemical constituents of A.corniculatum collected from Pichavaram mangrove forest can be used as a putative antiplasmodial drugs in future.展开更多
A new bisbenzofuran analogue Ⅶ was achieved unexpectedly in one step procedure from 1-（4-methoxyphenoxy）acetone Ⅰ by using Amberlyst 15 resin as catalyst in excellent yield. The structure was elucidated by spectro...A new bisbenzofuran analogue Ⅶ was achieved unexpectedly in one step procedure from 1-（4-methoxyphenoxy）acetone Ⅰ by using Amberlyst 15 resin as catalyst in excellent yield. The structure was elucidated by spectroscopy analysis including ^1H-NMR, ^13C-NMR, DEPT, ESI-MS, element analysis.展开更多
The Al-doped Ni2P/AI-SBA-15 catalyst with high hydrodeoxygenation （HDO） activity was synthesized by tem- perature programmed reduction at a relatively low reduction temperature of 400 ℃. The as-prepared catalyst wa...The Al-doped Ni2P/AI-SBA-15 catalyst with high hydrodeoxygenation （HDO） activity was synthesized by tem- perature programmed reduction at a relatively low reduction temperature of 400 ℃. The as-prepared catalyst was characterized by X-ray diffraction （XRD）, H2 temperature-programmed reduction （H2-TPR）, X-ray photoelectron spectroscopy （XPS）, transmission electron microscope （TEM）, NH3 temperature programmed desorption （NH3-TPD）, N2 adsorption-desorption and CO uptake. The effect of AI on benzofuran （BF） HDO performance was investigated. The result indicates that the incorporation of AI into the SBA-15 support can promote the formation of much uniform, smaller, highly dispersed N2P particles on the catalyst. The AI also contrib- utes to suppress the enrichment of P and promote more exposed Ni sites on the surface. In addition, the incorporation of AI can enhance the acid strength. The total deoxygenated product yield over Ni2P/AI-SBA-15 reached 90.3%, which is an increase of 19.4%, when compared with that found for Ni2P/SBA-15 （70.9%）.展开更多
l-Methyl-3-ethyl imidazolium bromide[meim]Br/basic alumina（Al2O3） has been found to promote the cyclocondensation of chloroacetone/chloroethyl acetate with salicylaldehydes under conventional as well as microwave ir...l-Methyl-3-ethyl imidazolium bromide[meim]Br/basic alumina（Al2O3） has been found to promote the cyclocondensation of chloroacetone/chloroethyl acetate with salicylaldehydes under conventional as well as microwave irradiation to yield benzofuran derivatives.展开更多
A new isopropenyl benzofuran-type tetramer was isolated from the roots of ligularia stenocephala and its structure was established by spectroscopic methods.
Two new benzofuran derivatives were isolated from the roots of Ligularia stenocephala. Their structures were established by spectroscopic methods and 2D NMR experiments.
Two benzofuran derivatives were synthesized from 3,4-bis(trimethylsilyl) furan after a series of reactions. Their structures were identified by 1H NMR, 13C NMR, MS and EA.
Compound 1 （5-hydroxy-6-methoxybenzofuran-3-yl）（4-methoxyphenyl）metha- none, C17H1405, as a potential anti-breast cancer agent has been synthesized under microwave irradiation, which was further converted to （5,6...Compound 1 （5-hydroxy-6-methoxybenzofuran-3-yl）（4-methoxyphenyl）metha- none, C17H1405, as a potential anti-breast cancer agent has been synthesized under microwave irradiation, which was further converted to （5,6-dihydroxybenzofuran-3-yl）（4-methoxyphenyi）me- thanone （2）. The compounds were characterized by MS and NMR spectra. Meanwhile, the crystal of 1 was obtained and determined by X-ray single-crystal diffraction. Crystal data： monoclinic system, space group P2/n, a = 8.908（6）, b = 10.505（7）, c = 15.452（11） A, β = 105.043（9）, V = 1396.4（16） A3, Z = 4, F（000） = 624, Dc = 1.419 g/cm3, p = 0.105 mm-1, R = 0.0513 and wR = 0.1246 for 14459 independent reflections （Rint = 0.0647） and 2488 observed ones （I〉 2σ（/））. lntermolecular O-H...O and π-π stacking interactions contributed to the stability of the structure.展开更多
The crystal structure of the potential active N-[2-(6-Methoxy-2-oxo-2H-chromen-4-yl)-benzofuran-3-yl]-benzamide (C25H17NO5) (I) has been determined from single crystal X-ray diffraction data. The title compound crysta...The crystal structure of the potential active N-[2-(6-Methoxy-2-oxo-2H-chromen-4-yl)-benzofuran-3-yl]-benzamide (C25H17NO5) (I) has been determined from single crystal X-ray diffraction data. The title compound crystallizes in the monoclinic space group P 21/n, with a = 12.0551(11), b = 9.7853(8), c = 16.6517(16) , β = 90.092(4)o, V = 1964.28(3) 3, Dcalc = 1.391 Mg/m3, Z = 4. In the structure, intermolecular H-bonds lead to the formation of a centrosymmetric dimer of the molecule. There is an intramolecular C7—H7…N1 hydrogen bond forming a closed seven membered ring. There are also intramolecular π-π interactions presented between the 3,6-Dihydro-2H-pyran ring of the chromen moiety [Cg2…Cg2 distance = 3.5812(13) ]. The packing structure is stabilized by these C—H…N, N—H…O hydrogen bonds, C—H… π and π…π interactions.展开更多
The title compound 2-（（2,2-dimethyl-2,3-dihydrobenzofuran-7-yl）oxy）-N-（3-（furan-2-yl）-1-phenyl-1H-pyrazol-5-yl） acetamide（C25H23N3O4, Mr = 429.46） has been synthesized, and its structure was characterized by...The title compound 2-（（2,2-dimethyl-2,3-dihydrobenzofuran-7-yl）oxy）-N-（3-（furan-2-yl）-1-phenyl-1H-pyrazol-5-yl） acetamide（C25H23N3O4, Mr = 429.46） has been synthesized, and its structure was characterized by 1H-NMR, 13C-NMR, H RMS, and single-crystal X-ray diffraction. The crystal belongs to the monoclinic system, space group P21/c with a = 20.6205（18）, b = 5.2930（5）, c = 18.9282（17） A, β = 94.089（2）°, V = 2060.6（3） A^3, Z = 4, Dc = 1.384 g/cm^3, μ（Mo Ka） = 0.71073 mm^-1, F（000） = 904, R = 0.0345 and w R = 0.0930. The intramolecular hydrogen bond at N（1）–H（1）…O（2）, intermolecular weak interactions at O（3）…H（4） and weak π-π interactions connected the molecules to lead to one-dimensional tapes. Bioassay results indicated that the title compound had moderate herbicidal and fungicidal activities.展开更多
Chemodivergent synthesis of benzofurans and 2,3-dihydrobenzofurans has been realized.Under a reaction system consisting of DBDMH and K_(2)CO_(3) as promotors,controlled conditions enabled the formation of two sets of ...Chemodivergent synthesis of benzofurans and 2,3-dihydrobenzofurans has been realized.Under a reaction system consisting of DBDMH and K_(2)CO_(3) as promotors,controlled conditions enabled the formation of two sets of valuable heterocycles from the tandem transformation of enaminones and salicylaldehydes.The key to success was the identification of the reaction parameters,in which the imine intermediate which was formed by transient halogenation coupling and substitution processes underwent either aldol condensation/annulation or imine hydrolysis/aldol condensation.The additives NH_(4)Cl or Fe_(2)(SO_(4))_(3) controlled the unique selectivity of this reaction.A broad substrate scope of enaminones and salicylaldehydes has been employed in this reaction,demonstrating excellent functional group tolerance and versatility.展开更多
Benzofuran is an essential structural component found in a wide range of natural products,agrochemicals and drugs,possessing a range of biological activities.In recent years,there have been numerous reports of success...Benzofuran is an essential structural component found in a wide range of natural products,agrochemicals and drugs,possessing a range of biological activities.In recent years,there have been numerous reports of successful syntheses of benzofuran derivatives via intra-and inter-molecular cyclizations using diverse catalysts.This review gives an exhaustive and methodical survey of the procedures for making benzofurans.展开更多
Plant-parasitic nematodes are major threat for crop protection.The lack of nematicides with new mode of action and increasing resistance raises the need for novel nematicides.In order to seek new nematicidal lead,orig...Plant-parasitic nematodes are major threat for crop protection.The lack of nematicides with new mode of action and increasing resistance raises the need for novel nematicides.In order to seek new nematicidal lead,originating from the structure of chalcone,a series of fused ring compounds was obtained by ring closure design strategy.These compounds were modified further.The nematicidal activity against M.incognita of synthesized compounds was evaluated.The bioassay showed that compound 3 and some of its derivatives such as compounds 18,19,21,22,23,24 and 26 exhibited excellent nematicidal activity.Among them,compound 23 exhibited significant bioactivity.The LC50/72 hvalue reached 3.20 mg/L in vitro and the inhibition rate was 100.00%at 40 mg/L in the matrix.The structure-activity relationship of synthesized compounds was discussed in details.The influence of compound 23 on egg hatching,motility,and feeding behavior of C.elegans was also evaluated.展开更多
A quinine-derived thiourea-catalyzed inter-/intramolecular Michael cycloaddition of chromoneoxindole/benzofuranone synthons with 3-substituted methylenebenzofuranones has been established,which constructed enantiomeri...A quinine-derived thiourea-catalyzed inter-/intramolecular Michael cycloaddition of chromoneoxindole/benzofuranone synthons with 3-substituted methylenebenzofuranones has been established,which constructed enantiomerically pure bispiro[benzofuran-oxindole/benzofuran-chromanone]s bearing five consecutive stereocenters including two spiro quaternary carton centers in good yields(up to 93%) with high diastereoselectivities(up to>20:1 dr) and good enantioselectivities(up to>99% ee).Moreover,this is the first example of bifunctional chromone-benzofuranone synthon directed organocatalytic tandem reaction,and also the first example of the bispiro[benzofuran-oxindole] and bispirobenzofuranone,potentially useful in medicinal chemistry.展开更多
A simple and concise approach for the synthesis of a series of new heterocyclic systems of 2-（benzofuran-2-yl）- benzo[h]quinoline-3-carboxylic acid derivatives （3a--3g） is described. The synthetic strategy feature...A simple and concise approach for the synthesis of a series of new heterocyclic systems of 2-（benzofuran-2-yl）- benzo[h]quinoline-3-carboxylic acid derivatives （3a--3g） is described. The synthetic strategy features the one-pot reaction of ethyl 2-（chloromethyl）benzo[h]quinoline-3-carboxylate （2） with various substituted salicylaldehydes as well as 2-hydroxy-l-naphthaldehyde as a key step. The substrate 2 was prepared in good yield by a mild, efficient and direct reaction of 1-naphthylamine （1） with Vilsmeier-Haack reagent. The structures of all the new compounds were identified by spectral data and elemental analysis.展开更多
A series of novel benzofuran-isatin-hydroxylimine/thiosemicarbazide hybrids were designed, synthesized and evaluated for their in vitro anti-TB activities against drug-sensitive MTB H_(37)Rv and MDR-TB isolates as wel...A series of novel benzofuran-isatin-hydroxylimine/thiosemicarbazide hybrids were designed, synthesized and evaluated for their in vitro anti-TB activities against drug-sensitive MTB H_(37)Rv and MDR-TB isolates as well as cytotoxicity. All benzofuran-isatin-hydroxylimine/thiosemicarbazide hybrids exhibited considerable in vitro anti-mycobacterial activities against the tested three MTB strains, and all of them also showed acceptable cytotoxicity. The most active hybrid 7f was >4.8 and >51 folds more potent than the first line anti-TB agents RIF and INH against both drug-sensitive MTB H_(37)Rv and MDR-TB isolates, respectively. The results demonstrated the potential utility of benzofuran-isatin-hydroxylimine/-thiosemicarbazide hybrids as anti-TB agents.展开更多
Two p-type small molecules BDTT-TR and TBFT-TR with benzo[1,2-b′:4,5-b′]dithiophene(BDT)and thieno[2,3-f]benzofuran(TBF)as central core units are synthesized and used as donors in all-small-molecule organic solar ce...Two p-type small molecules BDTT-TR and TBFT-TR with benzo[1,2-b′:4,5-b′]dithiophene(BDT)and thieno[2,3-f]benzofuran(TBF)as central core units are synthesized and used as donors in all-small-molecule organic solar cells(all-SMOSCs)with a narrow-bandgap small molecule Y6(2,2′-((2 Z,2′Z)-((12,13-bis(2-ethylhexyl)-3,9-diundecyl-12,13-dihydro-[1,2,5]thiadiazolo[3,4-e]thieno[2″,3’′:4’,5′]thieno[2′,3′:4,5]pyrrolo[3,2-g]thieno[2′,3′:4,5]thieno[3,2-b]indole-2,10-diyl)bis(methanylylidene))bis(5,6-difluoro-3-oxo-2,3-dihydro-1 H-indene-2,1-diylidene))dimalononitrile)as the acceptor.In comparison to BDTT-TR with centrosymmetric BDT as the central unit,TBFT-TR with asymmetric TBF as the central unit shows red-shifted absorption,higher charge-carrier mobility and better charge pathway in blend films.The power conversion efficiency(PCE)of the all-SMOSCs based on TBFT-TR:Y6 reaches 14.03%with a higher short-circuit current density of 24.59 m A cm-2 and a higher fill factor of72.78%compared to the BDTT-TR:Y6 system.The PCE of 14.03%is among the top efficiencies of all-SMOSCs reported in the literature to date.展开更多
基金supported by the Great Research Project of National Major New Drug Development(No. 2009ZX09102-110)
文摘2-[3,5-Di-O-β-D-glucosyl-4-(3-methylbut-2-enyl)phenyl]benzofuran-6-ol,a new prenylated arylbenzofuran derivative was isolated from Morus alba L.Its structure was elucidated by various spectroscopic methods including MS,~1H NMR,^(13)C NMR,DEPT,~1H-~1HCOSY,HMQC and HMBC.
基金sponsored by the Scientific Research Foundation for the doctoral Scholars (Q.C.Zhao,No.20031040),Liaoning,China.
文摘Two new benzofuran lignan glycosides, gelsemiunoside A and B, were isolated from the whole plant of Gelsemium elegans Benth. Their structures were elucidated on the basis of spectroscopic evidence. Furthermore, gelsemiunoside A and B were shown a potent cytotoxic activity by suppressing the proliferation of A375-S2 cells.
基金Indian Council of Medical Research,New Dclhi for financial assistance
文摘Objective:To find out the in vitro antipalsmodial activities of mangrove leaf extracts.Methods: In vitro antiplasmodial assay was carried out with 13 different mangrove plants.Column chromatography was performed with the most potent Agecerious corniculatum（A.corniculatum） by using various solvent extractions.GC-MS was also preformed with the most potent ethanolic fraction of the A.corniculatum extract.Results:Of the 13 mangroves plants, A.corniculatum showed maximum percentage of parasitemia suppression（94.98±1.16）%.Column chromatography was performed with A.corniculatum with different solvents and the methanolic extract showed maximum percentage（99.73±1.63）%of parasitemia inhibition at 150μg/mL concentration with the IC<sub>50</sub> value of（29.28±3.23）μg/mL concentration.The results of the GC-MS analysis observed that,the most potent methanolic extract showed maximum retention time（30.687 RT） and the chemical class was identified as Spiro[benzofuran-2（3 H）,1’-（3 cyclohexane）-2’,3- dione,7-chloro-4’,6]which was responsible for the antiplasmodial activity.Conclusions:It is concluded from the present study that,the chemical constituents of A.corniculatum collected from Pichavaram mangrove forest can be used as a putative antiplasmodial drugs in future.
基金supported by the National Natural Science Foundation of China(20472117,20272085)the Natural Science Foundation of Guangdong Province(031594).
文摘A new bisbenzofuran analogue Ⅶ was achieved unexpectedly in one step procedure from 1-（4-methoxyphenoxy）acetone Ⅰ by using Amberlyst 15 resin as catalyst in excellent yield. The structure was elucidated by spectroscopy analysis including ^1H-NMR, ^13C-NMR, DEPT, ESI-MS, element analysis.
文摘The Al-doped Ni2P/AI-SBA-15 catalyst with high hydrodeoxygenation （HDO） activity was synthesized by tem- perature programmed reduction at a relatively low reduction temperature of 400 ℃. The as-prepared catalyst was characterized by X-ray diffraction （XRD）, H2 temperature-programmed reduction （H2-TPR）, X-ray photoelectron spectroscopy （XPS）, transmission electron microscope （TEM）, NH3 temperature programmed desorption （NH3-TPD）, N2 adsorption-desorption and CO uptake. The effect of AI on benzofuran （BF） HDO performance was investigated. The result indicates that the incorporation of AI into the SBA-15 support can promote the formation of much uniform, smaller, highly dispersed N2P particles on the catalyst. The AI also contrib- utes to suppress the enrichment of P and promote more exposed Ni sites on the surface. In addition, the incorporation of AI can enhance the acid strength. The total deoxygenated product yield over Ni2P/AI-SBA-15 reached 90.3%, which is an increase of 19.4%, when compared with that found for Ni2P/SBA-15 （70.9%）.
文摘l-Methyl-3-ethyl imidazolium bromide[meim]Br/basic alumina（Al2O3） has been found to promote the cyclocondensation of chloroacetone/chloroethyl acetate with salicylaldehydes under conventional as well as microwave irradiation to yield benzofuran derivatives.
基金supoaed by the National Natural Science Foundation of China(No.29972017)
文摘A new isopropenyl benzofuran-type tetramer was isolated from the roots of ligularia stenocephala and its structure was established by spectroscopic methods.
文摘Two new benzofuran derivatives were isolated from the roots of Ligularia stenocephala. Their structures were established by spectroscopic methods and 2D NMR experiments.
文摘Two benzofuran derivatives were synthesized from 3,4-bis(trimethylsilyl) furan after a series of reactions. Their structures were identified by 1H NMR, 13C NMR, MS and EA.
基金Supported by the National Natural Science Foundation of China(No.21102084)Scientific and Technological Research Project of Hubei Provincial Department of Education(Q20111210)Science Foundation of China Three Gorges University(Nos.KJ2009B046and KJ2010B001)
文摘Compound 1 （5-hydroxy-6-methoxybenzofuran-3-yl）（4-methoxyphenyl）metha- none, C17H1405, as a potential anti-breast cancer agent has been synthesized under microwave irradiation, which was further converted to （5,6-dihydroxybenzofuran-3-yl）（4-methoxyphenyi）me- thanone （2）. The compounds were characterized by MS and NMR spectra. Meanwhile, the crystal of 1 was obtained and determined by X-ray single-crystal diffraction. Crystal data： monoclinic system, space group P2/n, a = 8.908（6）, b = 10.505（7）, c = 15.452（11） A, β = 105.043（9）, V = 1396.4（16） A3, Z = 4, F（000） = 624, Dc = 1.419 g/cm3, p = 0.105 mm-1, R = 0.0513 and wR = 0.1246 for 14459 independent reflections （Rint = 0.0647） and 2488 observed ones （I〉 2σ（/））. lntermolecular O-H...O and π-π stacking interactions contributed to the stability of the structure.
文摘The crystal structure of the potential active N-[2-(6-Methoxy-2-oxo-2H-chromen-4-yl)-benzofuran-3-yl]-benzamide (C25H17NO5) (I) has been determined from single crystal X-ray diffraction data. The title compound crystallizes in the monoclinic space group P 21/n, with a = 12.0551(11), b = 9.7853(8), c = 16.6517(16) , β = 90.092(4)o, V = 1964.28(3) 3, Dcalc = 1.391 Mg/m3, Z = 4. In the structure, intermolecular H-bonds lead to the formation of a centrosymmetric dimer of the molecule. There is an intramolecular C7—H7…N1 hydrogen bond forming a closed seven membered ring. There are also intramolecular π-π interactions presented between the 3,6-Dihydro-2H-pyran ring of the chromen moiety [Cg2…Cg2 distance = 3.5812(13) ]. The packing structure is stabilized by these C—H…N, N—H…O hydrogen bonds, C—H… π and π…π interactions.
基金funded by the National Natural Science Foundation of China(31171877)the International Science&Technology Cooperation Program of China(No.2014DFR41030)
文摘The title compound 2-（（2,2-dimethyl-2,3-dihydrobenzofuran-7-yl）oxy）-N-（3-（furan-2-yl）-1-phenyl-1H-pyrazol-5-yl） acetamide（C25H23N3O4, Mr = 429.46） has been synthesized, and its structure was characterized by 1H-NMR, 13C-NMR, H RMS, and single-crystal X-ray diffraction. The crystal belongs to the monoclinic system, space group P21/c with a = 20.6205（18）, b = 5.2930（5）, c = 18.9282（17） A, β = 94.089（2）°, V = 2060.6（3） A^3, Z = 4, Dc = 1.384 g/cm^3, μ（Mo Ka） = 0.71073 mm^-1, F（000） = 904, R = 0.0345 and w R = 0.0930. The intramolecular hydrogen bond at N（1）–H（1）…O（2）, intermolecular weak interactions at O（3）…H（4） and weak π-π interactions connected the molecules to lead to one-dimensional tapes. Bioassay results indicated that the title compound had moderate herbicidal and fungicidal activities.
基金the Science and Technology Foundation of Henan Province(222102310580)Innovation and Entrepreneurship Training Program for College StudentsHenan University of Science and Technology(2023180).
文摘Chemodivergent synthesis of benzofurans and 2,3-dihydrobenzofurans has been realized.Under a reaction system consisting of DBDMH and K_(2)CO_(3) as promotors,controlled conditions enabled the formation of two sets of valuable heterocycles from the tandem transformation of enaminones and salicylaldehydes.The key to success was the identification of the reaction parameters,in which the imine intermediate which was formed by transient halogenation coupling and substitution processes underwent either aldol condensation/annulation or imine hydrolysis/aldol condensation.The additives NH_(4)Cl or Fe_(2)(SO_(4))_(3) controlled the unique selectivity of this reaction.A broad substrate scope of enaminones and salicylaldehydes has been employed in this reaction,demonstrating excellent functional group tolerance and versatility.
文摘Benzofuran is an essential structural component found in a wide range of natural products,agrochemicals and drugs,possessing a range of biological activities.In recent years,there have been numerous reports of successful syntheses of benzofuran derivatives via intra-and inter-molecular cyclizations using diverse catalysts.This review gives an exhaustive and methodical survey of the procedures for making benzofurans.
基金financial supported by the National Natural Science Foundation of China(No.21672061)National Key Research Program of China(No.2018YFD0200105)+1 种基金supported by Innovation Program of Shanghai Municipal Education Commission(No.201701070002E00037)the Fundamental Research Funds for the Central Universities。
文摘Plant-parasitic nematodes are major threat for crop protection.The lack of nematicides with new mode of action and increasing resistance raises the need for novel nematicides.In order to seek new nematicidal lead,originating from the structure of chalcone,a series of fused ring compounds was obtained by ring closure design strategy.These compounds were modified further.The nematicidal activity against M.incognita of synthesized compounds was evaluated.The bioassay showed that compound 3 and some of its derivatives such as compounds 18,19,21,22,23,24 and 26 exhibited excellent nematicidal activity.Among them,compound 23 exhibited significant bioactivity.The LC50/72 hvalue reached 3.20 mg/L in vitro and the inhibition rate was 100.00%at 40 mg/L in the matrix.The structure-activity relationship of synthesized compounds was discussed in details.The influence of compound 23 on egg hatching,motility,and feeding behavior of C.elegans was also evaluated.
基金financial support from the National Nature Science Foundation of China(Nos.81760625,81660576 and81560563)Projects of Guizhou Province(Nos.[2016]5623,JG[2016]06,[2019]1402,[2017]5609 and[2018]5781)。
文摘A quinine-derived thiourea-catalyzed inter-/intramolecular Michael cycloaddition of chromoneoxindole/benzofuranone synthons with 3-substituted methylenebenzofuranones has been established,which constructed enantiomerically pure bispiro[benzofuran-oxindole/benzofuran-chromanone]s bearing five consecutive stereocenters including two spiro quaternary carton centers in good yields(up to 93%) with high diastereoselectivities(up to>20:1 dr) and good enantioselectivities(up to>99% ee).Moreover,this is the first example of bifunctional chromone-benzofuranone synthon directed organocatalytic tandem reaction,and also the first example of the bispiro[benzofuran-oxindole] and bispirobenzofuranone,potentially useful in medicinal chemistry.
文摘A simple and concise approach for the synthesis of a series of new heterocyclic systems of 2-（benzofuran-2-yl）- benzo[h]quinoline-3-carboxylic acid derivatives （3a--3g） is described. The synthetic strategy features the one-pot reaction of ethyl 2-（chloromethyl）benzo[h]quinoline-3-carboxylate （2） with various substituted salicylaldehydes as well as 2-hydroxy-l-naphthaldehyde as a key step. The substrate 2 was prepared in good yield by a mild, efficient and direct reaction of 1-naphthylamine （1） with Vilsmeier-Haack reagent. The structures of all the new compounds were identified by spectral data and elemental analysis.
文摘A series of novel benzofuran-isatin-hydroxylimine/thiosemicarbazide hybrids were designed, synthesized and evaluated for their in vitro anti-TB activities against drug-sensitive MTB H_(37)Rv and MDR-TB isolates as well as cytotoxicity. All benzofuran-isatin-hydroxylimine/thiosemicarbazide hybrids exhibited considerable in vitro anti-mycobacterial activities against the tested three MTB strains, and all of them also showed acceptable cytotoxicity. The most active hybrid 7f was >4.8 and >51 folds more potent than the first line anti-TB agents RIF and INH against both drug-sensitive MTB H_(37)Rv and MDR-TB isolates, respectively. The results demonstrated the potential utility of benzofuran-isatin-hydroxylimine/-thiosemicarbazide hybrids as anti-TB agents.
基金the National Natural Science Foundation of China(21702154,51773157)the Fundamental Research Funds for the Central Universitiesthe Opening Project of Key Laboratory of Materials Processing and Mold and Beijing National Laboratory for Molecular Sciences(BNLMS201905)。
文摘Two p-type small molecules BDTT-TR and TBFT-TR with benzo[1,2-b′:4,5-b′]dithiophene(BDT)and thieno[2,3-f]benzofuran(TBF)as central core units are synthesized and used as donors in all-small-molecule organic solar cells(all-SMOSCs)with a narrow-bandgap small molecule Y6(2,2′-((2 Z,2′Z)-((12,13-bis(2-ethylhexyl)-3,9-diundecyl-12,13-dihydro-[1,2,5]thiadiazolo[3,4-e]thieno[2″,3’′:4’,5′]thieno[2′,3′:4,5]pyrrolo[3,2-g]thieno[2′,3′:4,5]thieno[3,2-b]indole-2,10-diyl)bis(methanylylidene))bis(5,6-difluoro-3-oxo-2,3-dihydro-1 H-indene-2,1-diylidene))dimalononitrile)as the acceptor.In comparison to BDTT-TR with centrosymmetric BDT as the central unit,TBFT-TR with asymmetric TBF as the central unit shows red-shifted absorption,higher charge-carrier mobility and better charge pathway in blend films.The power conversion efficiency(PCE)of the all-SMOSCs based on TBFT-TR:Y6 reaches 14.03%with a higher short-circuit current density of 24.59 m A cm-2 and a higher fill factor of72.78%compared to the BDTT-TR:Y6 system.The PCE of 14.03%is among the top efficiencies of all-SMOSCs reported in the literature to date.
