Efficient reaction of bis-indolyl podand with different aldehydes using Fe（HSO4）3 as catalyst to afford the corresponding new indolyl crown ethers is described. The structures of three distinct isomers have been opt...Efficient reaction of bis-indolyl podand with different aldehydes using Fe（HSO4）3 as catalyst to afford the corresponding new indolyl crown ethers is described. The structures of three distinct isomers have been optimized using HyperChem geometry optimizations. Also percentage of each isomer was obtained with 1H NMR spectroscopy.展开更多
Practical BF3.Et20 catalyzed reactions between indoles and a series of carbonyl compounds at room temperature are described, which afford bis（indolyl）methanes with isolated yields up to 96%,
Heterogeneous catalyst aluminium oxide(acidic) is found to be an effective catalyst for the solvent-free condensation reaction of indole with aldehydes in microwave irradiation with shorter reaction time and higher yi...Heterogeneous catalyst aluminium oxide(acidic) is found to be an effective catalyst for the solvent-free condensation reaction of indole with aldehydes in microwave irradiation with shorter reaction time and higher yields.展开更多
Benzyltriphenylphosphonium tribromide（BTPTB） has been applied as an efficient catalyst for the preparation of bis（indolyl）-methanes （BIMs） via electrophilic substitution of indoles with aldehydes in the absence ...Benzyltriphenylphosphonium tribromide（BTPTB） has been applied as an efficient catalyst for the preparation of bis（indolyl）-methanes （BIMs） via electrophilic substitution of indoles with aldehydes in the absence of solvent.展开更多
Schiff base-Cu（II） complex is found to be an effective catalyst for the condensation reaction of indole with aldehydes using ethanol as the solvent. The characterization of the catalysts was carried out using XRD an...Schiff base-Cu（II） complex is found to be an effective catalyst for the condensation reaction of indole with aldehydes using ethanol as the solvent. The characterization of the catalysts was carried out using XRD and FT-IR.展开更多
A series of bioactive bis（indolyl）methanes are synthesized by one-pot green reaction of indole with various substituted aldehydes by microwave irradiation under solvent free conditions. The antibacterial activity ag...A series of bioactive bis（indolyl）methanes are synthesized by one-pot green reaction of indole with various substituted aldehydes by microwave irradiation under solvent free conditions. The antibacterial activity against Staphylococcus aureus and anti-inflammatory activity of the synthesized bis（indolyl）-methanes are evaluated in vitro and compared to standard drugs tetracycline and diclofenac,respectively. The majority of the compounds showed good antibacterial and anti-inflammatory activity.Interestingly, compounds 3j, 3i, 3k and 3g exhibited much higher anti-inflammatory activity than the standard diclofenac drug and thus qualify for clinical trials to be used as an anti-inflammatory compound.展开更多
An environmentally friendly synthesis method for bis（indolyl）methanes has been developed in the presence of sodium lauryl ether sulfate（SLES）,electrophilic substitution reactions of indoles with aldehydes were acc...An environmentally friendly synthesis method for bis（indolyl）methanes has been developed in the presence of sodium lauryl ether sulfate（SLES）,electrophilic substitution reactions of indoles with aldehydes were accomplished in water as solvent at room temperature without any Bronested or Lewis acid catalysts.展开更多
An operationally simple and green method for the synthesis of a wide range of bis（indolyl）methanes,and N,N＇-alkylidene bisamides under mild conditions,with excellent yields using Silzic,has been developed.This impr...An operationally simple and green method for the synthesis of a wide range of bis（indolyl）methanes,and N,N＇-alkylidene bisamides under mild conditions,with excellent yields using Silzic,has been developed.This improved method furnishes in good yields bis（indolyl）methanes derivatives starting from indole and aldehydes,or ketones,and N,N＇-alkylidene bisamides derivatives starting from acetamide and aldehydes.The catalytic system was reused up to three times with the same efficiency.展开更多
A simple, efficient, and environment benign route was developed for the preparation of bis-（indolyl）methanes and 14-aryl-14H- dibenzo[aj]xanthenes from condensation of various aromatic aldehydes or ketones with indo...A simple, efficient, and environment benign route was developed for the preparation of bis-（indolyl）methanes and 14-aryl-14H- dibenzo[aj]xanthenes from condensation of various aromatic aldehydes or ketones with indole, and 2-naphthol, respectively, using oxalic acid catalyst in aqueous medium. Use of cheap and easily available catalyst, better yields and simple reaction protocol are the advantages of the present method.展开更多
A clean and efficient method for the synthesis of bis（indolyl）alkanes with antimony trichloride（SbCl3） as the catalyst under solvent-free grinding conditions is described. This method provides several advantages, ...A clean and efficient method for the synthesis of bis（indolyl）alkanes with antimony trichloride（SbCl3） as the catalyst under solvent-free grinding conditions is described. This method provides several advantages, such as simple work-up procedure, neutral conditions and high yields.展开更多
Twelve indolyl diketopiperazines 1-12 were isolated from the mycelia culture of Aspergillus penicilliodes Speg.,a dominant microorganism from the post fermentation process of ripe Pu-er tea.Their structures were eluci...Twelve indolyl diketopiperazines 1-12 were isolated from the mycelia culture of Aspergillus penicilliodes Speg.,a dominant microorganism from the post fermentation process of ripe Pu-er tea.Their structures were elucidated by extensive spectroscopic methods.Among them,trypostatins C(1)and D(2)featuring with a rare methyl vinyl ketone side chain at C-2 are new compounds,while 3 and 4 were obtained for the first time from nature source.The isolates 3-12 did not show obvious cytotoxicities against five human cancer cell lines at a concentration of 40μM.展开更多
Efficient electrophilic substitution reaction of indoles with various aromatic aldehydes were carried out with a catalytic amount of sodium hydrogensulfate monohydrate （NaHSO4·H20） in ionic liquid n-butylpyridi...Efficient electrophilic substitution reaction of indoles with various aromatic aldehydes were carried out with a catalytic amount of sodium hydrogensulfate monohydrate （NaHSO4·H20） in ionic liquid n-butylpyridinium tetrafluoroborate （[Bpy]BF4） to afford the corresponding bi（indolyl）methanes in excellent yields. The notable advantages of this protocol in terms of low cost of catalyst and ionic liquid, mild conditions, simple operation, short reaction time, high yields and recycling of the ionic liquid.展开更多
A green tandem reaction,including insertion/aerobic oxidation/bisindolylation,starting from indoles and diazo compounds has been developed.The combination of water and fluorinated alcohol plays dual roles as solvent a...A green tandem reaction,including insertion/aerobic oxidation/bisindolylation,starting from indoles and diazo compounds has been developed.The combination of water and fluorinated alcohol plays dual roles as solvent and promoter in this chemical transformation.Molecular oxygen in the air acts as an oxidant.3,3’-Bis(indolyl)methanes with quaternary carbon were produced under metal-free conditions.No any catalyst and additive were required.N2 and water were released as sole by-products.Absence of water and fluorinated alcohol resulted in Wolff rearrangement product.展开更多
n-Dodecylbenzene sulfonic acid (DBSA) as a novel, biodegradable, and efficient Br?nsted acid catalyst used for the reaction of indoles/4-hydroxy coumarin with aldehydes to obtain a bis(indolyl)methanes/bis(4-hydroxyco...n-Dodecylbenzene sulfonic acid (DBSA) as a novel, biodegradable, and efficient Br?nsted acid catalyst used for the reaction of indoles/4-hydroxy coumarin with aldehydes to obtain a bis(indolyl)methanes/bis(4-hydroxycoumarin-3-yl)methanes, respectively. The catalyst exhibited remarkable activity, and tolerated a wide variety of functional groups providing the desired bis(indolyl)methanes and bis(4-hydroxycoumarin-3-yl)methanes in good to excellent yield (70%-96%) in water.展开更多
3-Indolyl acetate can be soluhilized in dilute aqueous solution of beta cy clodextrin. dueto the formation of host-vip complex through hydrophobic interaction between the indolyl groupand the inside cave of the cycl...3-Indolyl acetate can be soluhilized in dilute aqueous solution of beta cy clodextrin. dueto the formation of host-vip complex through hydrophobic interaction between the indolyl groupand the inside cave of the cyclodextrin molecule. The thermodynamic pararneters of thecomplexing process can be estimated utilizing the spectrophotometric data.展开更多
The anticancer activities of synthesized benzylthio-indolyl-triazol-amine derivatives 1a^1c were investigated via theoretical scales. The experimental results show that derivative 1a has the highest anticancer activit...The anticancer activities of synthesized benzylthio-indolyl-triazol-amine derivatives 1a^1c were investigated via theoretical scales. The experimental results show that derivative 1a has the highest anticancer activity, and 1c has the lowest one. The interactions of 1a^1c with C-nanotube（5,5） were investigated. Also the quantum molecular descriptors of derivatives 1a^1c were calculated and the results show that they can interact with C-nanotube（5,5） effectively. The adsorptions of 1a^1c on C-nanotube（5,5） surface were exothermic and experimentally possible from the energetic viewpoint. The results indicated that ΔEad and ΔGad values of derivative 1a on C-nanotube（5,5） were higher than those of the corresponding derivatives 1b and 1c, so 1a has the highest ｜μ｜, ω and ｜？N｜ values and the lowest value, and the trends of theoretical anticancer activities of 1a^1c are similar to the experimental values successfully.展开更多
An efficient and facile method for the synthesis of 3-indolyl-substituted phthalides by Friedel-Crafts alkylation of indoles with 3-hydroxyisobenzofuran-1(3H)-one has been developed. Using only 2 mol-% TsOH·H2O a...An efficient and facile method for the synthesis of 3-indolyl-substituted phthalides by Friedel-Crafts alkylation of indoles with 3-hydroxyisobenzofuran-1(3H)-one has been developed. Using only 2 mol-% TsOH·H2O as the catalyst, various substituted indoles can react smoothly at room temperature to give the corresponding phthalides products in good to excellent yields (up to 96%).展开更多
Sodium tetrafluoroborate （NaBF4） was found to catalyze the electrophilic substitution reactions of indoles with aldehydes and ketones under solvent-free conditions to afford the corresponding bis（indolyl）methanes ...Sodium tetrafluoroborate （NaBF4） was found to catalyze the electrophilic substitution reactions of indoles with aldehydes and ketones under solvent-free conditions to afford the corresponding bis（indolyl）methanes in high yields.展开更多
A novel indolyl-based NCN pincer ligand precursor HL(HL=(1-(2-(CH_(2))_(4)NCH_(2)CH_(2))-3-(2,6-ipr_(2)C_(6)H_(3)N=CH)C_(8)H_(5)N))was rationally and precisely designed,and successfully prepared in a high yield.Lithia...A novel indolyl-based NCN pincer ligand precursor HL(HL=(1-(2-(CH_(2))_(4)NCH_(2)CH_(2))-3-(2,6-ipr_(2)C_(6)H_(3)N=CH)C_(8)H_(5)N))was rationally and precisely designed,and successfully prepared in a high yield.Lithiation of HL with ^(n)BuLi in n-hexane,followed by treatment with RECl_(3) in THF led to the isolation of rare-earth metal chlorides in monomeric form(κ^(3)-L)RECI_(2)(THF)(RE=Sc(2),Yb(3)),and dimeric form[(κ^(3)-L)RECI(THF)(μ-Cl)]_(2)(RE=Er(4),Y(5))bearing the novel indolyl-based NCN pincer ligand in designed pincer ligation depending on different metal ionic radii;and the chloride bridged rare-earth metal and lithium mixed complexes in form(κ^(2)-L)_(2)RE(μ-Cl)_(2)Li(THF)_(2)(RE=Y(6),Dy(7)).All complexes were fully characterized and their structures were determined.The diamagnetic complexes 2,5 and 6 were furtherly characterized by the NMR spectroscopic method.The catalytic activity studies revealed that the central metal ions,borates,aluminum alkyls,and ligation of the central metal ions have influences on catalytic activity,and regio-and stereoselectivity for the polymerization of isoprene.With cooperation of the cocatalysts,the pincer-type yttrium chloride 5 initiated the isoprene polymerization with a high activity producing polymers with high regio-and stereoselectivity(1,4-cis polymers up to 99.6%),and the Mn as high as 8.76×10^(5).展开更多
文摘Efficient reaction of bis-indolyl podand with different aldehydes using Fe（HSO4）3 as catalyst to afford the corresponding new indolyl crown ethers is described. The structures of three distinct isomers have been optimized using HyperChem geometry optimizations. Also percentage of each isomer was obtained with 1H NMR spectroscopy.
基金fundings from the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry, Partenariats Hubert Curien Xu Guangqi 2012 (No. 27967RE)Fundamental Research Funds for the Central Universities (Nos. CDJRC10220004 and CDJZR11220005)Natural Science Foundation Project of CQ CSTC (Nos. 2010BB5064 and cstc2013jcyjA0217) for financial support
文摘Practical BF3.Et20 catalyzed reactions between indoles and a series of carbonyl compounds at room temperature are described, which afford bis（indolyl）methanes with isolated yields up to 96%,
文摘Heterogeneous catalyst aluminium oxide(acidic) is found to be an effective catalyst for the solvent-free condensation reaction of indole with aldehydes in microwave irradiation with shorter reaction time and higher yields.
文摘Benzyltriphenylphosphonium tribromide（BTPTB） has been applied as an efficient catalyst for the preparation of bis（indolyl）-methanes （BIMs） via electrophilic substitution of indoles with aldehydes in the absence of solvent.
基金support from the National Natural Science Foundation of China(Nos.20962018, 20862015,20762009 and 20562011)
文摘Schiff base-Cu（II） complex is found to be an effective catalyst for the condensation reaction of indole with aldehydes using ethanol as the solvent. The characterization of the catalysts was carried out using XRD and FT-IR.
基金financial assistance through a Major Research Project (F. No. 42281/2013 (SR), Dated: 12-03-2013)
文摘A series of bioactive bis（indolyl）methanes are synthesized by one-pot green reaction of indole with various substituted aldehydes by microwave irradiation under solvent free conditions. The antibacterial activity against Staphylococcus aureus and anti-inflammatory activity of the synthesized bis（indolyl）-methanes are evaluated in vitro and compared to standard drugs tetracycline and diclofenac,respectively. The majority of the compounds showed good antibacterial and anti-inflammatory activity.Interestingly, compounds 3j, 3i, 3k and 3g exhibited much higher anti-inflammatory activity than the standard diclofenac drug and thus qualify for clinical trials to be used as an anti-inflammatory compound.
基金Semnan University research councils for financial support of this work
文摘An environmentally friendly synthesis method for bis（indolyl）methanes has been developed in the presence of sodium lauryl ether sulfate（SLES）,electrophilic substitution reactions of indoles with aldehydes were accomplished in water as solvent at room temperature without any Bronested or Lewis acid catalysts.
基金Financial support by National Research Center(Cairo,Egypt)
文摘An operationally simple and green method for the synthesis of a wide range of bis（indolyl）methanes,and N,N＇-alkylidene bisamides under mild conditions,with excellent yields using Silzic,has been developed.This improved method furnishes in good yields bis（indolyl）methanes derivatives starting from indole and aldehydes,or ketones,and N,N＇-alkylidene bisamides derivatives starting from acetamide and aldehydes.The catalytic system was reused up to three times with the same efficiency.
文摘A simple, efficient, and environment benign route was developed for the preparation of bis-（indolyl）methanes and 14-aryl-14H- dibenzo[aj]xanthenes from condensation of various aromatic aldehydes or ketones with indole, and 2-naphthol, respectively, using oxalic acid catalyst in aqueous medium. Use of cheap and easily available catalyst, better yields and simple reaction protocol are the advantages of the present method.
基金Supported by the Natural Science Foundation of Shandong Province,China(No.Y2008B33)
文摘A clean and efficient method for the synthesis of bis（indolyl）alkanes with antimony trichloride（SbCl3） as the catalyst under solvent-free grinding conditions is described. This method provides several advantages, such as simple work-up procedure, neutral conditions and high yields.
基金supported by the National Natural Science Foundation of China(No.21672223).
文摘Twelve indolyl diketopiperazines 1-12 were isolated from the mycelia culture of Aspergillus penicilliodes Speg.,a dominant microorganism from the post fermentation process of ripe Pu-er tea.Their structures were elucidated by extensive spectroscopic methods.Among them,trypostatins C(1)and D(2)featuring with a rare methyl vinyl ketone side chain at C-2 are new compounds,while 3 and 4 were obtained for the first time from nature source.The isolates 3-12 did not show obvious cytotoxicities against five human cancer cell lines at a concentration of 40μM.
基金The project was supported by the National Natural Science Foundation of China （No. 20272018） the Guangdong Natural Science Foundation （No. 04010458, 021166）.
文摘Efficient electrophilic substitution reaction of indoles with various aromatic aldehydes were carried out with a catalytic amount of sodium hydrogensulfate monohydrate （NaHSO4·H20） in ionic liquid n-butylpyridinium tetrafluoroborate （[Bpy]BF4） to afford the corresponding bi（indolyl）methanes in excellent yields. The notable advantages of this protocol in terms of low cost of catalyst and ionic liquid, mild conditions, simple operation, short reaction time, high yields and recycling of the ionic liquid.
基金financial support from the Ministry of Science and Technology of China (No.2016YFE0132600)Henan Center for Outstanding Overseas Scientists (No. GZS2020001)+1 种基金National Innovation and Entrepreneurship Training Program for College students (No.201910459064)Zhengzhou University
文摘A green tandem reaction,including insertion/aerobic oxidation/bisindolylation,starting from indoles and diazo compounds has been developed.The combination of water and fluorinated alcohol plays dual roles as solvent and promoter in this chemical transformation.Molecular oxygen in the air acts as an oxidant.3,3’-Bis(indolyl)methanes with quaternary carbon were produced under metal-free conditions.No any catalyst and additive were required.N2 and water were released as sole by-products.Absence of water and fluorinated alcohol resulted in Wolff rearrangement product.
文摘n-Dodecylbenzene sulfonic acid (DBSA) as a novel, biodegradable, and efficient Br?nsted acid catalyst used for the reaction of indoles/4-hydroxy coumarin with aldehydes to obtain a bis(indolyl)methanes/bis(4-hydroxycoumarin-3-yl)methanes, respectively. The catalyst exhibited remarkable activity, and tolerated a wide variety of functional groups providing the desired bis(indolyl)methanes and bis(4-hydroxycoumarin-3-yl)methanes in good to excellent yield (70%-96%) in water.
文摘3-Indolyl acetate can be soluhilized in dilute aqueous solution of beta cy clodextrin. dueto the formation of host-vip complex through hydrophobic interaction between the indolyl groupand the inside cave of the cyclodextrin molecule. The thermodynamic pararneters of thecomplexing process can be estimated utilizing the spectrophotometric data.
文摘The anticancer activities of synthesized benzylthio-indolyl-triazol-amine derivatives 1a^1c were investigated via theoretical scales. The experimental results show that derivative 1a has the highest anticancer activity, and 1c has the lowest one. The interactions of 1a^1c with C-nanotube（5,5） were investigated. Also the quantum molecular descriptors of derivatives 1a^1c were calculated and the results show that they can interact with C-nanotube（5,5） effectively. The adsorptions of 1a^1c on C-nanotube（5,5） surface were exothermic and experimentally possible from the energetic viewpoint. The results indicated that ΔEad and ΔGad values of derivative 1a on C-nanotube（5,5） were higher than those of the corresponding derivatives 1b and 1c, so 1a has the highest ｜μ｜, ω and ｜？N｜ values and the lowest value, and the trends of theoretical anticancer activities of 1a^1c are similar to the experimental values successfully.
文摘An efficient and facile method for the synthesis of 3-indolyl-substituted phthalides by Friedel-Crafts alkylation of indoles with 3-hydroxyisobenzofuran-1(3H)-one has been developed. Using only 2 mol-% TsOH·H2O as the catalyst, various substituted indoles can react smoothly at room temperature to give the corresponding phthalides products in good to excellent yields (up to 96%).
文摘Sodium tetrafluoroborate （NaBF4） was found to catalyze the electrophilic substitution reactions of indoles with aldehydes and ketones under solvent-free conditions to afford the corresponding bis（indolyl）methanes in high yields.
基金Financial support for this work was provided by the National Natural Science Foundation of China(Nos.21432001,21871004,21861162009)the grants from Anhui Province(2017D107).
文摘A novel indolyl-based NCN pincer ligand precursor HL(HL=(1-(2-(CH_(2))_(4)NCH_(2)CH_(2))-3-(2,6-ipr_(2)C_(6)H_(3)N=CH)C_(8)H_(5)N))was rationally and precisely designed,and successfully prepared in a high yield.Lithiation of HL with ^(n)BuLi in n-hexane,followed by treatment with RECl_(3) in THF led to the isolation of rare-earth metal chlorides in monomeric form(κ^(3)-L)RECI_(2)(THF)(RE=Sc(2),Yb(3)),and dimeric form[(κ^(3)-L)RECI(THF)(μ-Cl)]_(2)(RE=Er(4),Y(5))bearing the novel indolyl-based NCN pincer ligand in designed pincer ligation depending on different metal ionic radii;and the chloride bridged rare-earth metal and lithium mixed complexes in form(κ^(2)-L)_(2)RE(μ-Cl)_(2)Li(THF)_(2)(RE=Y(6),Dy(7)).All complexes were fully characterized and their structures were determined.The diamagnetic complexes 2,5 and 6 were furtherly characterized by the NMR spectroscopic method.The catalytic activity studies revealed that the central metal ions,borates,aluminum alkyls,and ligation of the central metal ions have influences on catalytic activity,and regio-and stereoselectivity for the polymerization of isoprene.With cooperation of the cocatalysts,the pincer-type yttrium chloride 5 initiated the isoprene polymerization with a high activity producing polymers with high regio-and stereoselectivity(1,4-cis polymers up to 99.6%),and the Mn as high as 8.76×10^(5).
