Reduction of diaryldiselenides by the system of Cp2TiCl2/Bu'MgBr/THF gave the nucleophilic arylselenium complex. They reacted with diaryl iodonium salts to afford unsymmetrical diaryl selenides in high yields.
The diaryldiselenides reacted with titanocene hydried （Cp2TiH） generted from Cp2TiCl2/i-BuMgBr to give arylselenium complexes of titanocene. They reacted readily with diaryliodoiums salt to give unsymmetical diaryls...The diaryldiselenides reacted with titanocene hydried （Cp2TiH） generted from Cp2TiCl2/i-BuMgBr to give arylselenium complexes of titanocene. They reacted readily with diaryliodoiums salt to give unsymmetical diarylselenides.展开更多
Reduction of a series of N,N＇-diaryl adipyl bis-azo compounds using hydrazine hydrate as reductant was investigated. The products were characterized by elemental analysis, IR and 1H NMR methods and confirmed to be N,...Reduction of a series of N,N＇-diaryl adipyl bis-azo compounds using hydrazine hydrate as reductant was investigated. The products were characterized by elemental analysis, IR and 1H NMR methods and confirmed to be N,N＇-diaryl adipyl dihydrazine. The results show that hydrazine hydrate can selectively reduce azo bonds with other potential reducible bonds intact in the N,N＇-diaryl adipyl bis-azo compounds. The yields are high up to 92% under mild reaction conditions. According to the previous reports, this reduction process was attributed to an indirect reduction mechanism through an intermediate diimide.展开更多
A general synthesis of diaryl ethers via coupling of aryl halides with substituted phenoxytrimethylsilane in the presence of TBAF is described. The protocol is simple and mild, and gives good to excellent yields.
A rapid and efficient method for the preparation of diaryl thiourea compounds was reported for the first time. Twelve diaryl thiourea compounds that possessing biological activity have been synthesized in excellent yi...A rapid and efficient method for the preparation of diaryl thiourea compounds was reported for the first time. Twelve diaryl thiourea compounds that possessing biological activity have been synthesized in excellent yields (91-97%). The reaction proved to be extremely simple and highly efficient (in 1.5-4.5 min).展开更多
A series of 2-amino-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidinyl substituted diaryl urea derivatives was designed and synthesized. Their in vitro cytotoxicities against two cancer cell lines（Bel-7402 and A549） were ev...A series of 2-amino-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidinyl substituted diaryl urea derivatives was designed and synthesized. Their in vitro cytotoxicities against two cancer cell lines（Bel-7402 and A549） were evaluated by standard MTT assay. Six of tested compounds 6, 8, 10, 17, 21 and 22 exhibited more potent cytotoxicity superior to sorafenib. The structure activity relationship（SAR） study indicates that 2-amino-5,6,7,8-tetrahydropyrido- [4,3-d]pyrimidinyl group was an option for cytotoxic potency.展开更多
Seven diaryl ethers were synthesized with potassium fluoride coated alumina as a strong base and the addition of catalytic amount of PTC. The yield of diaryl ethers with addition of PTC was much higher than that witho...Seven diaryl ethers were synthesized with potassium fluoride coated alumina as a strong base and the addition of catalytic amount of PTC. The yield of diaryl ethers with addition of PTC was much higher than that without PTC.A discussion of the catalysis mechanism was given in this paper.展开更多
A facile synthesis of 3,5-diaryl 1,2,4-selenadiazoles was provided by treatment of aryl selenoamides with p-methylphenyl sulfonyl chloride in chloroform.
A new 4,5-diaryl-lH-imidazole was synthesized and characterized by 1H NMR, ESI-MS, elemental analysis and FT-IR. The crystal structure of the title compound （C19H16C12N202, Mr = 375.24） has been determined by single...A new 4,5-diaryl-lH-imidazole was synthesized and characterized by 1H NMR, ESI-MS, elemental analysis and FT-IR. The crystal structure of the title compound （C19H16C12N202, Mr = 375.24） has been determined by single-crystal X-ray diffraction. Crystal parameters： mono- clinic system, space group P2/n, a = 14.349（3）, b = 8.7918（18）, c = 15.352（3） A, β = 108.56（3）°, V = 1836.1（6） A3, Z = 4, F（000） = 776, Dc = 1.357 g/cm3, p = 0.368 mm-1, the final R = 0.0502 and wR = 0.1066 for 2324 observed reflections with 1 〉 2 σ（/）. A total of 16117 reflections were collected, of which 3615 were independent （Rint = 0.0595）. The preliminary bioassay suggested that the title compound exhibits distinct effective inhibition on the proliferation of cancer cell lines.展开更多
Using Fe2(SO4)3/H2SO4 as oxidant, nine N,2-diaryl diazcnecarboxamides weresynthesized from diaryl substituted semicarbazides in excellent yield under mild conditions for thefirst time. This method is simple, convenien...Using Fe2(SO4)3/H2SO4 as oxidant, nine N,2-diaryl diazcnecarboxamides weresynthesized from diaryl substituted semicarbazides in excellent yield under mild conditions for thefirst time. This method is simple, convenient and rapid.展开更多
Treatment of acyl chlorides and diaryl ketones with an activated Ti(o)reagent,prepared by reduction of TiCl_4 with Zn powder,effects an intermolecular reductive cross-coupling reaction leading to ketones.
Transition metal-catalyzed asymmetric transfer hydrogenation has been proven to be a powerful approach for the synthesis of chiral alcohols.Herein,a highly efficient and enantioselective transfer hydrogenation of dibe...Transition metal-catalyzed asymmetric transfer hydrogenation has been proven to be a powerful approach for the synthesis of chiral alcohols.Herein,a highly efficient and enantioselective transfer hydrogenation of dibenzoheptaheterocyclic ketones catalyzed by an arene-tethered TsDPEN-based Rh(ll)catalyst has been successfully developed,and a variety of dibenzoheptaheterocyclic ketones were reduced by a 1/1 mixture of formic acid and DBU(1,8-diazabicyclo[5.4.0]undec-7-ene)with high yields and enantioselectivities.With this method,the asymmetric reduction of 7,8-difluorodibenzo[b,e]thiepin-11(6H)-one has been realized,providing the key intermediate of baloxavir marboxil with>99% yield and>99% ee at a substrate/catalyst molar ratio of 1000.展开更多
The reductive cross-coupling between C(aryl)—O and Si—Cl bonds is of much importance as a valuable strategy for the construction of C(aryl)—Si bonds but has remained a great challenge.Herein,we report a reductive c...The reductive cross-coupling between C(aryl)—O and Si—Cl bonds is of much importance as a valuable strategy for the construction of C(aryl)—Si bonds but has remained a great challenge.Herein,we report a reductive cross-coupling of diaryl ethers and chlorosilanes via strong electrophilic C(aryl)—O and Si—Cl bonds cleavage by iron catalysis,which constitutes an efficient protocol for the synthesis of a range of functionalized arylsilanes.The combination of low cost FeCl2 as the precatalyst and iPrMgCl as the reductant shows high activity in the successive cleavage of unactivated C(aryl)—O bonds of diaryl ethers and strong electrophilic Si—Cl bonds of chlorosilanes,allowing their cross-coupling in a reductive fashion.The low-valent iron species generated in situ by reduction of FeCl2 with iPrMgCl was proposed,which prefers to initially cleavage the C(aryl)—O bond of diaryl ethers with the chelation help of an o-amide auxiliary.展开更多
The design and synthesis of a novel organic photocatalyst(OPC)have attracted broad interest from both the organic chemistry and polymer community.Herein,we presented a visible-light-induced alkylarylation of alkenes s...The design and synthesis of a novel organic photocatalyst(OPC)have attracted broad interest from both the organic chemistry and polymer community.Herein,we presented a visible-light-induced alkylarylation of alkenes strategy for core modification of 5,10-diaryl-5,10-dihydrophenazines(DADHPs)under metal-and additive-free conditions,with the aim to develop powerful photocatalyst for organocatalyzed atom transfer radical polymerization(O-ATRP).Good tolerance for a wide variety of functional groups and affording the corresponding tetrasubstituted products in moderate to good yields were achieved in the batch and flow reactor.The experimental and computational mechanistic study confirmed that DADHPs’radical cations andπ-πstacking interactions played important roles in the alkylarylation of alkenes.A series of the tetrasubstituted DADHPs were directly synthesized from the corresponding noncore-modified phenazines,which were demonstrated to be effective organic photoredox catalysts for O-ATRP.Light responsive nature,controlled polymerization manner,and welldefined poly(methyl methacrylate)were achieved via tetrasubstituted DADHPs mediated O-ATRP.展开更多
A nickel-catalyzed 1,1-diarylation of electronically unbiased alkenes has been developed,providing straightforward access to diarylalkanes from readily available materials.Importantly,both the efficiency and the regio...A nickel-catalyzed 1,1-diarylation of electronically unbiased alkenes has been developed,providing straightforward access to diarylalkanes from readily available materials.Importantly,both the efficiency and the regioselectivity of this transformation are ensured by reaction conditions,rather than the coordinating group of substrates.We also demonstrate that under balloon pressure,ethylene and propylene can also be utilized as substrates.Preliminary mechanistic experiments suggest that this transformation involves a Ni(0)/Ni(Ⅱ)catalytic cycle rather than a Ni(Ⅰ)/Ni(Ⅲ)cycle.展开更多
A new series of diaryl urea derivatives bearing N-acylhydrazone moiety were designed and synthesized. All the target compounds were evaluated for their antiproliferative activities against human leukemia cell line （H...A new series of diaryl urea derivatives bearing N-acylhydrazone moiety were designed and synthesized. All the target compounds were evaluated for their antiproliferative activities against human leukemia cell line （HL-60）, human lung adenocarcinoma epithelial cell line （A549） and human breast cancer cell line （MDA-MB-231） in vitro by standard MTT assay. The pharmacological results indicated that some compounds exhibited promising antitumor activities. Compound 1j showed the most potent antiproliferative activity against the tested three cell lines with IC50 values of 0.13 μmol/L, 0.7 μmol/L and 0.5μmol/L, respectively.展开更多
A series of novel diaryl ureas containing 4-[（2-amino-6-trifluromethyl）pyrimidine-4-yl]piperazine-l-yl group were synthesized and evaluated for their cytotoxic activities in a panel of human cancer cell lines. Compa...A series of novel diaryl ureas containing 4-[（2-amino-6-trifluromethyl）pyrimidine-4-yl]piperazine-l-yl group were synthesized and evaluated for their cytotoxic activities in a panel of human cancer cell lines. Compared with the reference drug Sorafenib,some compounds showed more potent and a broader spectrum of anti-cancer activities.Among them,compound 2p demonstrated significant inhibitory activities against MDA-MB-231,HT-29 and MCF-7 cell lines with IC_（50） values of 0.016,0.63,0.001μmol/L, respectively.展开更多
文摘Reduction of diaryldiselenides by the system of Cp2TiCl2/Bu'MgBr/THF gave the nucleophilic arylselenium complex. They reacted with diaryl iodonium salts to afford unsymmetrical diaryl selenides in high yields.
基金Project 29672008 was supported by NationalNatural Science Foundation of China.
文摘The diaryldiselenides reacted with titanocene hydried （Cp2TiH） generted from Cp2TiCl2/i-BuMgBr to give arylselenium complexes of titanocene. They reacted readily with diaryliodoiums salt to give unsymmetical diarylselenides.
基金Supported by the Science Foundation of Education Department of Heilongjiang Province(12511142)
文摘Reduction of a series of N,N＇-diaryl adipyl bis-azo compounds using hydrazine hydrate as reductant was investigated. The products were characterized by elemental analysis, IR and 1H NMR methods and confirmed to be N,N＇-diaryl adipyl dihydrazine. The results show that hydrazine hydrate can selectively reduce azo bonds with other potential reducible bonds intact in the N,N＇-diaryl adipyl bis-azo compounds. The yields are high up to 92% under mild reaction conditions. According to the previous reports, this reduction process was attributed to an indirect reduction mechanism through an intermediate diimide.
文摘A general synthesis of diaryl ethers via coupling of aryl halides with substituted phenoxytrimethylsilane in the presence of TBAF is described. The protocol is simple and mild, and gives good to excellent yields.
文摘A rapid and efficient method for the preparation of diaryl thiourea compounds was reported for the first time. Twelve diaryl thiourea compounds that possessing biological activity have been synthesized in excellent yields (91-97%). The reaction proved to be extremely simple and highly efficient (in 1.5-4.5 min).
文摘A series of 2-amino-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidinyl substituted diaryl urea derivatives was designed and synthesized. Their in vitro cytotoxicities against two cancer cell lines（Bel-7402 and A549） were evaluated by standard MTT assay. Six of tested compounds 6, 8, 10, 17, 21 and 22 exhibited more potent cytotoxicity superior to sorafenib. The structure activity relationship（SAR） study indicates that 2-amino-5,6,7,8-tetrahydropyrido- [4,3-d]pyrimidinyl group was an option for cytotoxic potency.
文摘Seven diaryl ethers were synthesized with potassium fluoride coated alumina as a strong base and the addition of catalytic amount of PTC. The yield of diaryl ethers with addition of PTC was much higher than that without PTC.A discussion of the catalysis mechanism was given in this paper.
文摘A facile synthesis of 3,5-diaryl 1,2,4-selenadiazoles was provided by treatment of aryl selenoamides with p-methylphenyl sulfonyl chloride in chloroform.
基金Supported by the National Undergraduate Training Programs for Innovation and Entrepreneurship(No.101422013067)
文摘A new 4,5-diaryl-lH-imidazole was synthesized and characterized by 1H NMR, ESI-MS, elemental analysis and FT-IR. The crystal structure of the title compound （C19H16C12N202, Mr = 375.24） has been determined by single-crystal X-ray diffraction. Crystal parameters： mono- clinic system, space group P2/n, a = 14.349（3）, b = 8.7918（18）, c = 15.352（3） A, β = 108.56（3）°, V = 1836.1（6） A3, Z = 4, F（000） = 776, Dc = 1.357 g/cm3, p = 0.368 mm-1, the final R = 0.0502 and wR = 0.1066 for 2324 observed reflections with 1 〉 2 σ（/）. A total of 16117 reflections were collected, of which 3615 were independent （Rint = 0.0595）. The preliminary bioassay suggested that the title compound exhibits distinct effective inhibition on the proliferation of cancer cell lines.
文摘Using Fe2(SO4)3/H2SO4 as oxidant, nine N,2-diaryl diazcnecarboxamides weresynthesized from diaryl substituted semicarbazides in excellent yield under mild conditions for thefirst time. This method is simple, convenient and rapid.
文摘Treatment of acyl chlorides and diaryl ketones with an activated Ti(o)reagent,prepared by reduction of TiCl_4 with Zn powder,effects an intermolecular reductive cross-coupling reaction leading to ketones.
基金the Southern University of Science and Technology(start-up fund),Shenzhen Science and Technology Innovation Committee(No.KQTD20150717103157174)Stable Support Plan Program of Shenzhen Natural Science Fund(Program Contract No.20200925161222002)+4 种基金Key-Area Research and DevelopmentPt rogramofGuangdong Province((No.2020B010188001)Innovative Team of Universities in Guangdong Province(No.2020KCXTD016)National Natural Science Foundation of China(No.21991113)the National Natural Science Foundation of China(No.22171129)Shenzhen Science and Technology Innovation Committee(JCYJ20210324104202007)for financial support.
文摘Transition metal-catalyzed asymmetric transfer hydrogenation has been proven to be a powerful approach for the synthesis of chiral alcohols.Herein,a highly efficient and enantioselective transfer hydrogenation of dibenzoheptaheterocyclic ketones catalyzed by an arene-tethered TsDPEN-based Rh(ll)catalyst has been successfully developed,and a variety of dibenzoheptaheterocyclic ketones were reduced by a 1/1 mixture of formic acid and DBU(1,8-diazabicyclo[5.4.0]undec-7-ene)with high yields and enantioselectivities.With this method,the asymmetric reduction of 7,8-difluorodibenzo[b,e]thiepin-11(6H)-one has been realized,providing the key intermediate of baloxavir marboxil with>99% yield and>99% ee at a substrate/catalyst molar ratio of 1000.
基金financial support from the National Natural Science Foundation of China(21901206)Postdoctoral Science Foundation of China(2022M712589)+2 种基金General key R&D Projects in Shaanxi Province(2023-YBGY-321)Natural Science Foundation of Chongqing(CSTB2022NSCQ-MSX0826)Fundamental Research Funds for the Central Universities and the Haihe Laboratory of Sustainable Chemical Transformation.
文摘The reductive cross-coupling between C(aryl)—O and Si—Cl bonds is of much importance as a valuable strategy for the construction of C(aryl)—Si bonds but has remained a great challenge.Herein,we report a reductive cross-coupling of diaryl ethers and chlorosilanes via strong electrophilic C(aryl)—O and Si—Cl bonds cleavage by iron catalysis,which constitutes an efficient protocol for the synthesis of a range of functionalized arylsilanes.The combination of low cost FeCl2 as the precatalyst and iPrMgCl as the reductant shows high activity in the successive cleavage of unactivated C(aryl)—O bonds of diaryl ethers and strong electrophilic Si—Cl bonds of chlorosilanes,allowing their cross-coupling in a reductive fashion.The low-valent iron species generated in situ by reduction of FeCl2 with iPrMgCl was proposed,which prefers to initially cleavage the C(aryl)—O bond of diaryl ethers with the chelation help of an o-amide auxiliary.
基金The research was supported by the National Natural Science Foundation of China(No.22278221)the National Key Research and Development Program of China(No.2021YFC2101900)the Natural Science Foundation of Jiangsu Province(No.BK20212003).We also appreciated the high-performance center of Nanjing Tech University for supporting the computational resources.
文摘The design and synthesis of a novel organic photocatalyst(OPC)have attracted broad interest from both the organic chemistry and polymer community.Herein,we presented a visible-light-induced alkylarylation of alkenes strategy for core modification of 5,10-diaryl-5,10-dihydrophenazines(DADHPs)under metal-and additive-free conditions,with the aim to develop powerful photocatalyst for organocatalyzed atom transfer radical polymerization(O-ATRP).Good tolerance for a wide variety of functional groups and affording the corresponding tetrasubstituted products in moderate to good yields were achieved in the batch and flow reactor.The experimental and computational mechanistic study confirmed that DADHPs’radical cations andπ-πstacking interactions played important roles in the alkylarylation of alkenes.A series of the tetrasubstituted DADHPs were directly synthesized from the corresponding noncore-modified phenazines,which were demonstrated to be effective organic photoredox catalysts for O-ATRP.Light responsive nature,controlled polymerization manner,and welldefined poly(methyl methacrylate)were achieved via tetrasubstituted DADHPs mediated O-ATRP.
基金support from National Natural Science Foundation of China(21702151 and 21871211)the Fundamental Research Funds for Central Universities(2042019kf0208).
文摘A nickel-catalyzed 1,1-diarylation of electronically unbiased alkenes has been developed,providing straightforward access to diarylalkanes from readily available materials.Importantly,both the efficiency and the regioselectivity of this transformation are ensured by reaction conditions,rather than the coordinating group of substrates.We also demonstrate that under balloon pressure,ethylene and propylene can also be utilized as substrates.Preliminary mechanistic experiments suggest that this transformation involves a Ni(0)/Ni(Ⅱ)catalytic cycle rather than a Ni(Ⅰ)/Ni(Ⅲ)cycle.
基金supported by the National High Technology Research and Development Program (‘‘863’’ Program)of China (No. 2012AA020305)National Natural Science Foundation of China (No. 21002065)Shenyang Scienceand Technology Plan Projects (No. F11-151-9-00)
文摘A new series of diaryl urea derivatives bearing N-acylhydrazone moiety were designed and synthesized. All the target compounds were evaluated for their antiproliferative activities against human leukemia cell line （HL-60）, human lung adenocarcinoma epithelial cell line （A549） and human breast cancer cell line （MDA-MB-231） in vitro by standard MTT assay. The pharmacological results indicated that some compounds exhibited promising antitumor activities. Compound 1j showed the most potent antiproliferative activity against the tested three cell lines with IC50 values of 0.13 μmol/L, 0.7 μmol/L and 0.5μmol/L, respectively.
基金supported by a grant from the National Natural Science Foundation of China(No.21002065)
文摘A series of novel diaryl ureas containing 4-[（2-amino-6-trifluromethyl）pyrimidine-4-yl]piperazine-l-yl group were synthesized and evaluated for their cytotoxic activities in a panel of human cancer cell lines. Compared with the reference drug Sorafenib,some compounds showed more potent and a broader spectrum of anti-cancer activities.Among them,compound 2p demonstrated significant inhibitory activities against MDA-MB-231,HT-29 and MCF-7 cell lines with IC_（50） values of 0.016,0.63,0.001μmol/L, respectively.
