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| 1 | Base-catalyzed diborylation of alkynes: synthesis and applications of cis-1,2-bis(boryl)alkenes显示文摘An efficient, transition-metal free, and practical approach to cis-bis(boryl)alkenes from various alkynes was disclosed in the presence of a catalytic amount of K_2CO_3 under mild conditions. Meanwhile, tetrasubstituted alkenes and phenanthrene derivatives were readily constructed from the target diborylalkenes via Suzuki-Miyaura cross coupling. | Zhijie Kuang Guoliang Gao Qiuling Song | 2019 | Science China Chemistry2019,62,1: | 4 |
| 2 | Recent advances in asymmetric reactions catalyzed by chiral phosphoric acids显示文摘This review summarizes the very recent advances in asymmetric reactions catalyzed by chiral phosphoric acids(CPAs), a family of versatile catalysts that catalyze a broad range of reactions to afford diverse chiral molecules. In the past years, different kinds of chiral phosphoric acids have been designed and developed into a privileged class of catalysts in asymmetric synthesis. A number of remarkable achievements have been made by many groups around the world. Due to length limitation, this review only summarizes those works published from January 2016 to November 2017. Meanwhile, catalytic systems which combine metal catalysts and chiral phosphoric acids will not be discussed in this review. | Xin Li Qiuling Song | 2018 | Chinese Chemical Letters2018,29,8: | 4 |
| 3 | Enhancement of α-ketoisovalerate production by relieving the product inhibition of L-amino acid deaminase from Proteus mirabilis显示文摘L-Amino acid deaminase(LAAD) is a key enzyme in the deamination of L-valine(L-val) to produce α-ketoisovalerate(KIV). However, the product inhibition of LAAD is a major hindrance to industrial KIV production.In the present study, a combination strategy of modification of flexible loop regions around the product binding site and the avoidance of dramatic change of main-chain dynamics was reported to reduce the product inhibition.The four mutant PM-LAAD^(M4)(PM-LAAD^(S98A/T105A/S106A/L341A)) achieved a 6.2-fold higher catalytic efficiency and an almost 6.7-fold reduction in product inhibition than the wild-type enzyme. Docking experiments suggested that weakened interactions between the product and enzyme, and the flexibility of the 'lid' structure relieved LAAD product inhibition. Finally, the whole-cell biocatalyst PM-LAAD^(M4) has been applied to KIV production,the titer and conversion rate of KIV from L-val were 98.5 g·L^-1 and 99.2% at a 3-L scale, respectively. These results demonstrate that the newly engineered catalyst can significantly reduce the product inhibition, that making KIV a prospective product by bioconversion method, and also provide the understanding of the mechanism of the relieved product inhibition of PM-LAAD. | Shanshan Pei Xiaobo Ruan Jia Liu Wei Song Xiulai Chen Qiuling Luo Liming Liu Jing Wu | 2020 | Chinese Journal of Chemical Engineering2020,28,8: | 2 |
| 4 | C–F bond activation under transition-metal-free conditions显示文摘The unique properties of fluorine-containing organic compounds make fluorine substitution attractive for the development of pharmaceuticals and various specialty materials,which have inspired the evolution of diverse C–F bond activation techniques.Although many advances have been made in functionalizations of activated C–F bonds utilizing transition metal complexes,there are fewer approaches available for nonactivated C–F bonds due to the difficulty in oxidative addition of transition metals to the inert C–F bonds.In this regard,using Lewis acid to abstract the fluoride and light/radical initiator to generate the radical intermediate have emerged as powerful tools for activating those inert C–F bonds.Meanwhile,these transition-metal-free processes are greener,economical,and for the pharmaceutical industry,without heavy metal residues.This review provides an overview of recent C–F bond activations and functionalizations under transition-metal-free conditions.The key mechanisms involved are demonstrated and discussed in detail.Finally,a brief discussion on the existing limitations of this field and our perspective are presented. | Han-Jun Ai Xingxing Ma Qiuling Song Xiao-Feng Wu | 2021 | Science China Chemistry2021,64,10: | 2 |
| 5 | Synthesis of CF2H-Containing Oxime Ethers Derivatives from CICF2H,tert-Butyl Nitrile and Indoles显示文摘Summaryof main observation and conclusion A new and intriguing methodology to access various O-difluoromethylation oxime compounds from CICF2H,TBN and indoles is developed under mild reaction conditions.This strategy can suppress N-difluoromethylation of indoles successfully,in which there are two different active species(:CF2and·NO)while indoles are unprotected,featuringsimple operation and radical involvement. | Xingxing Ma Hua Huang Jianke Su Zhiyi Song Tamaki Nakano Qiuling Song | 2020 | Chinese Journal of Chemistry2020,38,1: | 1 |
| 6 | Synthesis of anti-vicinal diboronates from diarylethynes and B2pin2显示文摘Anti-vicinal diboronates were fabricated from easily available diarylethynes and B2pin2via a basecatalyzed domino-borylation-protodeboronation(DBP)strategy under transition-metal-free conditions.Under the standard conditions,reactants with a range of different classes of functional groups on the rings,such as Me O,Me S,CF3O,Me2N,TMS,I,Br,Cl,F,and the thiophene ring,were tolerated.Downstream transformation of the vicinal diboronates provided a facile pathway for obtaining vicinal diols by mild oxidation with Na BO3,and a new deuteriation technique was developed in order to acquire1,2-diarylethanes-1,2-d2and 1,2-diarylethanes-1,1,2,2-d4.The new deuteriation strategy developed in this study may provide a new research direction for deuteriation chemistry. | Zhijie Kuang Shaoyu Mai Kai Yang Qiuling Song | 2019 | Science Bulletin2019,64,22: | 1 |
| 7 | Expedient chemoselective and catalyst-free synthesis of 3,3-difluorochroman-4-ones from o-hydroxyarylenaminones and Selectfluor显示文摘An expedient and mild strategy for the synthesis of unconventional 2-(dimethylamino)-3,3-difluorochroman-4-one derivatives from o-hydroxyarylenaminones and Selectfluor was developed at room temperature under catalyst-free conditions. This method showed excellent chemoselectivity and great functional groups tolerance. | Jian Xu Zhijie Kuang Qiuling Song | 2018 | Chinese Chemical Letters2018,29,6: | 0 |
| 8 | Deconstrutive Difunctionalizations of Cyclic Ethers Enabled by Difluorocarbene to Access Difluoromethyl Ethers显示文摘An unprecedented difluorocarbene-mediated C-O bond cleavage of cyclic ethers for the construction of difluoromethyl ethers is herein disclosed.This protocol is distinguished by its mild conditions,high efficiency,and wide substrate scope,which can tolerate both sensitive functional groups such as the hydroxyl group,olefin and C-C triple bonds,as well as complex molecules.It thus demonstrates excellent chemoselectivities and great potential for late-stage modification of pharmaceutical compounds and natural products.It is worth noting that this method not only introduces fluorine atoms into the final molecules,but it can also effectively form an ester or ether linkage. | Heyun Sheng Jianke Su Xue Li Qiuling Song | 2022 | CCS Chemistry2022,4,12: | 0 |
| 9 | Design,synthesis,and applications of stereospecific 1,3-diene carbonyls显示文摘The strategy toward the synthesis of various 1,3-dienals or 1,3-dienones is disclosed between diazo compounds and furans,which features metal-free,additive-free,broad functional group tolerance,and readily accessible starting materials.Notably,this strategy is applicable in both intramolecular and intermolecular protocols.Mechanistic studies suggested that the reactions undergo a cyclopropanation/rearrangement sequence.With an E/E-1,3-dienal,corresponding N-tosylhydrazones were readily prepared and subjected to phenylboronic acid to form a double bond migration product and indoles to construct a five-member ring via [3 + 2] annulation reaction. | Qiang Feng Shihui Wang Xingxing Ma Changqing Rao Qiuling Song | 2022 | Science China Chemistry2022,65,5: | 0 |
| 10 | Cu-Catalyzed Chemoselective Reduction of N-Heteroaromatics with NH_(3)·BH_(3) in Aqueous Solution显示文摘An efficient catalytic system was successfully developed on reduction of A/-heteroaromatics with H3N-BH3 as hydrogen source in CuSO4 solution,featuri ng excel I e nt chemoselectivity as well as very broad functional group tolera nee.Various challe nging substrates,such as OH-,NH_(2)^(-), Cl^(-),Br^(-),etc.,contained quinolines,quinoxalines,1,5-naphthyridines and quinazolines were all reduced smoothly.Mecha nistic studies suggested that[Cu-H]in termediate might be gen erated from NH_(3)·BH_(3)/which was believed to form with H3N-BH3 in CuSO_(4) solution. | Chao Gao Qingqing Xuan Qiuling Song | 2021 | Chinese Journal of Chemistry2021,39,9: | 0 |
| 11 | Design,Synthesis,and Applications of ortho-Sulfur Substituted Arylphosphanes显示文摘Ortho-sulfur substituted arylphosphine oxides and arylphosphonates are the precursors of orthosulfurated arylphosphanes,which are widely utilized as ligands in transition metal-catalyzed reactions.However,efficient synthetic methods to access such compounds are sparse.Herein,highly valuable ortho-sulfur substituted arylphosphine oxides and arylphosphonates were constructed via difunctionalization of aryne precursors with P(O)H and elemental sulfur.This method avoids the use of transition metal catalysts and corrosive phosphorus chloride.The synthetic utility of this reaction is further demonstrated by the reduction of the synthesized products to access monophosphine ligands and their applications in cross-coupling reactions.Moreover,by introducing an alkyne moiety into the P(O)H substrate,cyclic sulfur-containing phosphines could be obtained in a one-pot reaction,which represents a new P,S structure that is inaccessible by known strategies. | Yu Guo Ying Luo Shiqiang Mu Jianke Su Jian Xu Qiuling Song | 2023 | CCS Chemistry2023,5,6: | 0 |
| 12 | An Olefinic 1,2-α-Boryl Migration Enables 1,2-Bis(boronic esters)via Radical-Polar Crossover Reaction显示文摘A radical-induced 1,2-α-boryl migration through radical polar crossover reactions has been described.In this work,in situ formed vinyldiboron“ate”complexes from alkenyl Grignard reagent and diborylalkanes react with commercial radical precursors under light initiation.This three-component process enables diborylation of alkene.This protocol features high atom economy,a broad substrate scope as well as good functional group toleration with mild conditions. | Feng Zhang Shangteng Liao Lu Zhou Kai Yang Chenglan Wang Yixian Lou Cece Wang Qiuling Song | 2022 | Chinese Journal of Chemistry2022,40,5: | 0 |
| 13 | A chromosome-level genome assembly for Dracaena cochinchinensis reveals the molecular basis of its longevity and formation of dragon’s blood显示文摘Dracaena,a remarkably long-lived and slowly maturing species of plant,is world famous for its ability to produce dragon’s blood,a precious traditional medicine used by different cultures since ancient times.However,there is no detailed and high-quality genome available for this species at present;thus,the molecular mechanisms that underlie its important traits are largely unknown.These factors seriously limit the protection and regeneration of this rare and endangered plant resource.Here,we sequenced and assembled the genome of Dracaena cochinchinensis at the chromosome level.The D.cochinchinensis genome covers 1.21 Gb with a scaffold N50 of 50.06 Mb and encodes 31619 predicted protein-coding genes.Analysis showed that D.cochinchinensis has undergone two whole-genome duplications and two bursts of long terminal repeat insertions.The expansion of two gene classes,cis-zeatin O-glucosyltransferase and small auxin upregulated RNA,were found to account for its longevity and slow growth.Two transcription factors(bHLH and MYB)were found to be core regulators of the flavonoid biosynthesis pathway,and reactive oxygen species were identified as the specific signaling molecules responsible for the injuryinduced formation of dragon’s blood.Our study provides high-quality genomic information relating to D.cochinchinensis and significant insight into the molecular mechanisms responsible for its longevity and formation of dragon’s blood.These findings will facilitate resource protection and sustainable utilization of Dracaena. | Yanhong Xu Kaijian Zhang Zhonglian Zhang Yang Liu Feifei Lv Peiwen Sun Shixi Gao Qiuling Wang Cuicui Yu Jiemei Jiang Chuangjun Li Meifang Song Zhihui Gao Chun Sui Haitao Li Yue Jin Xinwei Guo Jianhe Wei | 2022 | Plant Communications2022,3,6: | 0 |
| 14 | Overview of flowline bundle technology from concept selection to offshore installation显示文摘Flowline bundle system consisting of carrier pipe,sleeve pipe and internal flowlines offers innovative solution for the infield transportation of oil and gas. Due to its features,flowline bundle offers a couple of advantages over conventional flowline in particular for cases where multi-flowlines and high thermal performance is of great interest. The main benefits and advantages of such system include excellent thermal performance to prevent wax formation and hydrates,multiple bundled flowlines,mechanical and corrosion protection,potential reuse, etc. With the developments of offshore oil and gas industries,more and more hydrocarbon resources are being explored and discovered from shallow to deep water. Pipeline bundle system can be a smart solution for certain applications,which can be safe and cost effective solution. The objective of this paper is to overview pipeline bundle technology,outline detailed engineering design issue and procedure. Focus is given to its potential application in offshore for infield transportation. Engineering design principles and procedures for pipeline bundle system are highlighted. Construction methods of flowline bundle onshore are reviewed. Offshore towing and installation of pipeline bundle procedure is outlined. | Song Ruxin Xia Qiuling | 2013 | Engineering Sciences2013,11,4: | 0 |
| 15 | [4+1]Cyclization of benzohydrazide and ClCF_(2)COONa towards 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d_(5)显示文摘A facile synthesis of 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d_(5) via[4+1]cyclization of ClCF_(2)COONa with non-amine compounds containing amino groups is developed.Of note,this is the first time that halofluorinated compounds are used as C1 synthon to construct deuterated nitrogen-heterocyclic compounds.The current protocol features simple operation,readily accessible raw materials,wide substrate scope and valuable products. | Ya Wang Shiqiang Mu Xin Li Qiuling Song | 2022 | Chinese Chemical Letters2022,33,3: | 0 |
| 16 | Catalytic Atroposelective Catellani Reaction Enables Construction of Axially Chiral Biaryl Monophosphine Oxides显示文摘An unprecedented atroposelective Catellani reaction between phosphine oxide-containing aryl bromides,aryliodides,and nucleophiles for the construction of phosphine-containing biaryl atropisomers was established using an enantiopure norbornene derivative as the chiral mediator.A broad range of atropisomeric biaryl-based monophosphine oxides were obtained in good efficiency with excellent enantioselectivity. | Qiang Feng Xingxing Ma Wen Bao Shi-Jun Li Yu Lan Qiuling Song | 2021 | CCS Chemistry2021,3,12: | 0 |
| 17 | Difluorocarbene-enabled access to 1,3-oxazin- 6-ones from enamides显示文摘1,3-Oxazin-6-ones as important structural scaffolds widely exist in many bioactive or therapeutic agents.The development of straightforward synthetic approaches to access 1,3-oxazin-6-ones is highly desirable for studying their fundamental properties and applications. | Shuai Wang Xin Li Shengnan Jin Kang Liu Cong Dong Jianke Su Qiuling Song | 2022 | Organic Chemistry Frontiers2022,9,5: | 0 |
| 18 | Photoinduced NaI-Promoted Radical Borylation of Alkyl Halides and Pseudohalides显示文摘Main observation and conclusion A method for photoinduced NaI-promoted radical borylation of aliphatic halides and pseudohalides with bis(catecholato)diboron(B_(2)cat_(2))as the boron source is introduced.The borylation reaction is operationally simple and shows high functional group tolerance and broad substrate scope.Preliminary mechanistic studies suggest that the reaction proceeds through S_(N)2-based radical-generation strategy. | Chenglan Wang Lu Zhou Kai Yang Feng Zhang Qiuling Song | 2021 | Chinese Journal of Chemistry2021,39,7: | 0 |
| 19 | Atom Recombination of Difluorocarbene Enables 3-Fluorinated Oxindoles from 2-Aminoarylketones显示文摘Contrary to the traditional implementation as a difluoromethyl group and recently disclosed role of C1 synthons in synthetic organic chemistry,difluorocarbene(:CF_(2))is reported herein to proceed in unprecedented atom recombination as both a C1 synthon and F1 reagent simultaneously to render valuable 3-fluorinated oxindoles from 2-aminoarylketones.The reaction does not require catalyst and features a broad range of substrates with good functional group compatibility and ease of execution.This transformation could be employed to the quick-constructions of certain bioactive molecule derivatives.The mechanistic experiments and density functional theory(DFT)calculations indicate that this atom recombination reaction of:CF_(2) for the synthesis of 3-fluorinated oxindoles may involve a rearrangement process of epoxide intermediates. | Guan Zhang Qianqian Shi Mengyuan Hou Kai Yang Shihui Wang Shuai Wang Wangyang Li Chaokun Li Jian Qiu Hetao Xu Lu Zhou Cece Wang Shi-Jun Li Yu Lan Qiuling Song | 2022 | CCS Chemistry2022,4,5: | 0 |
| 20 | Molecular imaging:design mechanism and bioapplications显示文摘Molecular imaging is a non-invasive method to image and analyze the concentration and activity of functional biomolecules in cells or in vivo at molecular level,and plays an increasing role in deep understanding of biological processes,early and accurate diagnosis of diseases,and evaluation of treatment.Nowadays,numerous novel molecular imaging probes have been developed,involving every biomedical imaging modality,such as optical imaging,photoacoustic imaging,magnetic resonance imaging,single-photon-emission computed tomography,and positron emission tomography.In this review,we summarize the development of current state-of-the-art molecular imaging probes.We introduce the design strategies of molecular probes and detailed imaging modalities,and highlight the properties of probes and biomedical imaging applications in cells and in vivo,including disease diagnosis,drug tracking,and imaging-guided surgery.Then we discuss the perspectives and challenges in this emerging field.We expect this review could inspire more effective molecular imaging probes to be developed,achieving the goal towards clinical practices. | Lanlan Chen Yifan Lyu Xuan Zhang Liting Zheng Qingqing Li Ding Ding Fengming Chen Yihao Liu Wei Li Yutong Zhang Qiuling Huang Zhiqiang Wang Tiantian Xie Qiang Zhang Yingyu Sima Ke Li Shuai Xu Tianbing Ren Mengyi Xiong Ying Wu Jibin Song Lin Yuan Huanghao Yang Xiao-Bing Zhang Weihong Tan | 2023 | Science China Chemistry2023,66,5: | 0 |