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Stereoselective Access to γ,γ‐Dihalo‐β‐Enols From Alkynes Combining Visible Light and Biocatalysis 结合可见光和生物催化从炔烃中立体选择性获得γ，γ -二晕- β -烯醇
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-12 DOI: 10.1002/adsc.70100
Laura Rodríguez‐Fernández, Iván Lavandera, Manuel Plaza, Vicente Gotor‐Fernández
{"title":"Stereoselective Access to γ,γ‐Dihalo‐β‐Enols From Alkynes Combining Visible Light and Biocatalysis","authors":"Laura Rodríguez‐Fernández, Iván Lavandera, Manuel Plaza, Vicente Gotor‐Fernández","doi":"10.1002/adsc.70100","DOIUrl":"https://doi.org/10.1002/adsc.70100","url":null,"abstract":"Merging different strategies in one‐pot processes is attracting considerable attention due to their straightforward and sustainable potential for synthesizing novel organic compounds. In particular, the exquisite selectivity displayed by enzymes and the possibility of coupling biotransformations with metal‐, photo and electrocatalytic processes open new avenues for stereoselective synthesis. Herein, the preparation of chiral (hetero)aryl‐3,3‐dihalopro‐2‐en‐1‐ols is described for the first time. To achieve this, a photochemical and biocatalytic one‐pot sequence is developed, employing visible light irradiation and stereoselective alcohol dehydrogenases (ADHs) for the transformation of commercially available alkynes into optically active compounds in an aqueous medium. The one‐pot, two‐step sequential approach involves a photocatalyst‐free reaction between terminal and internal alkynes with polyhalomethanes, leading to <jats:italic>gem</jats:italic>‐dihaloenones, which are subsequently reduced using ADHs. After optimizing the individual steps and identifying suitable conditions for combining both processes, the use of complementary ADHs enables the synthesis of a novel family of optically active allylic alcohols with high stereoselectivity. Their chemical derivatization is further explored, allowing the stereoselective synthesis of a chiral propargylic alcohol from the corresponding <jats:italic>γ</jats:italic>,<jats:italic>γ</jats:italic>‐dihalo‐<jats:italic>β</jats:italic>‐enol.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"5 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145072103","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Generation of Sulfonated Benzo[d][1,3]oxazines from Thianthrenium Salts and Sodium Hydrogen Sulfite 硫铵盐和亚硫酸氢钠合成磺化苯并[d][1,3]恶嗪
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-11 DOI: 10.1002/adsc.70115
Le Chen, Xinhua Wang, Gang Liu, Wei Xiao, Jie Wu
{"title":"Generation of Sulfonated Benzo[d][1,3]oxazines from Thianthrenium Salts and Sodium Hydrogen Sulfite","authors":"Le Chen, Xinhua Wang, Gang Liu, Wei Xiao, Jie Wu","doi":"10.1002/adsc.70115","DOIUrl":"https://doi.org/10.1002/adsc.70115","url":null,"abstract":"Under light irradiation, a reaction of <jats:italic>N</jats:italic>‐(2‐(prop‐1‐en‐2‐yl)phenyl)benzamides, thianthrenium salts and sodium hydrogen sulfite under copper catalysis and photocatalysis is developed. Diverse sulfonated benzo[<jats:italic>d</jats:italic>][1,3]oxazines are generated in good yields with broad functional group tolerance by using sodium hydrogen sulfite as the sulfur dioxide surrogate. During the reaction process, a radical pathway with the insertion of sulfur dioxide is proposed.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"8 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145035555","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Auxiliary‐Based Stereoconvergent Transition Metal‐Free Cross‐Electrophile Couplings of α‐Iodoboronic Esters 辅助基立体会聚过渡金属自由交叉亲电偶联α -碘硼酯
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-10 DOI: 10.1002/adsc.70117
Max Schwenzer, Armido Studer
{"title":"Auxiliary‐Based Stereoconvergent Transition Metal‐Free Cross‐Electrophile Couplings of α‐Iodoboronic Esters","authors":"Max Schwenzer, Armido Studer","doi":"10.1002/adsc.70117","DOIUrl":"https://doi.org/10.1002/adsc.70117","url":null,"abstract":"Chiral boronic esters are highly valuable building blocks in organic chemistry and related fields, allowing access to structurally diverse libraries, including those of drug candidates. Herein, stereoselective cross couplings of <jats:italic>α</jats:italic>‐iodoboronic esters with various commercial electrophiles are reported. These stereoconvergent coupling reactions proceed via iodine‐metal exchange and subsequent stereoselective capture of the generated <jats:italic>α</jats:italic>‐boryl organometallic species without the use of a transition metal catalyst. The presented reactions allow the <jats:italic>α</jats:italic>‐silylation, <jats:italic>α</jats:italic>‐borylation, and <jats:italic>α</jats:italic>‐methylborylation of boronic esters using a common chiral auxiliary.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"27 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145035556","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Visible‐Light‐Induced Cascade Cyclization: Accessing Acylated 4H‐3,1‐Benzoxazines from Benzoquinone and Alkynylanilides 可见光诱导的级联环化：从苯醌和炔基苯胺中获得酰基化的4H‐3,1‐苯并恶嗪
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-09 DOI: 10.1002/adsc.70107
Wen‐Lin Zou, Yu Zhu, Zhi Guan, Yan‐Min Huang, Yan‐Hong He
{"title":"Visible‐Light‐Induced Cascade Cyclization: Accessing Acylated 4H‐3,1‐Benzoxazines from Benzoquinone and Alkynylanilides","authors":"Wen‐Lin Zou, Yu Zhu, Zhi Guan, Yan‐Min Huang, Yan‐Hong He","doi":"10.1002/adsc.70107","DOIUrl":"https://doi.org/10.1002/adsc.70107","url":null,"abstract":"A novel visible‐light‐induced cascade cyclization strategy for the synthesis of 4<jats:italic>H</jats:italic>‐3,1‐benzoxazines from benzoquinone and alkynylanilides is described. This transition metal‐ and oxidant‐free method utilizes direct photoexcitation of benzoquinone to its triplet state, eliminating the need for additional photosensitizers. The process generates tetrasubstituted carbon‐centered 4<jats:italic>H</jats:italic>‐3,1‐benzoxazine compounds bearing both acyl and phenolic substituents. The method exhibits broad substrate compatibility, high atom economy, and operational simplicity, providing an environmentally benign route to diverse 4<jats:italic>H</jats:italic>‐3,1‐benzoxazine derivatives—privileged scaffolds in medicinal chemistry.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"16 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145035726","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Mild Electrochemical Decarboxylative Giese Additions with Applications to 18F‐Radiochemistry 轻度电化学脱羧酶添加物及其在18F -放射化学中的应用
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-09 DOI: 10.1002/adsc.70113
Daniel Lin, Annie Ogasawara, Jan Marik, G. K. Surya Prakash, Jeroen Sap
{"title":"Mild Electrochemical Decarboxylative Giese Additions with Applications to 18F‐Radiochemistry","authors":"Daniel Lin, Annie Ogasawara, Jan Marik, G. K. Surya Prakash, Jeroen Sap","doi":"10.1002/adsc.70113","DOIUrl":"https://doi.org/10.1002/adsc.70113","url":null,"abstract":"The incorporation of privileged saturated fragments into pharmaceutically relevant scaffolds has seen increased prevalence in drug discovery. Electrochemistry, a single‐electron enabling platform, has demonstrated remarkable synthetic potential, particularly in alkyl functionalizations. However, these two concepts have not yet been fully considered in <jats:sup>18</jats:sup>F‐radiochemistry workflows. This work presents the development of a practical late‐stage electrochemical platform that utilizes mild conditions, low voltages, and applications toward the installation of rigid alkyl bioisosteres onto relevant drug scaffolds. The utility of this platform is further demonstrated in the electrochemical synthesis of a PARP1 radiotracer and its application in subsequent biodistribution studies.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"73 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145035565","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Gold(I)‐Catalyzed Hydration Reactions of Diynes to Access Tetrasubstituted Cyclohexenones 金(I)‐催化双炔水合反应获得四取代环己酮
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-08 DOI: 10.1002/adsc.70077
Théo Massard, Guillaume Arcile, Le Goff Géraldine, Elsa van Elslande, Jean‐François Betzer
{"title":"Gold(I)‐Catalyzed Hydration Reactions of Diynes to Access Tetrasubstituted Cyclohexenones","authors":"Théo Massard, Guillaume Arcile, Le Goff Géraldine, Elsa van Elslande, Jean‐François Betzer","doi":"10.1002/adsc.70077","DOIUrl":"https://doi.org/10.1002/adsc.70077","url":null,"abstract":"Tetrasubstituted 2‐carboalkoxy‐3‐substituted‐cyclohexenones are powerful building blocks for the synthesis of a variety of bioactive target molecules. Their preparations require multisteps sequence involving the use of stoichiometric quantities of various reagents, while the catalytic approaches are limited to trisubstituted cyclohexenones. Herein, an efficient catalytic approach based on gold(I)‐catalysis starting from unsymmetrical diynyl mono‐ester or symmetrical diynyl di‐ester substrates is described. The carbon chain linking the two alkyne functions can bear two or one substituent, or evenbe unsubstituted. Regardless of the nature of the substrates and independently of its substitution, the cyclohexenone derivatives are cleanly produced.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"44 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145017190","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Highly Enantioselective Arylation and Alkenylation of Pallada‐Endocyclic Enamines Under Mild Conditions: Reaction Development and Computational Mechanistic Studies 温和条件下帕拉达-内环胺的高度对映选择性芳基化和烯基化：反应发展和计算机制研究
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-08 DOI: 10.1002/adsc.70103
Biao Zhang, Jianwei Li, Bosen Fang, Junhao Ruan, Kaining Duanmu, Weijie Chen
{"title":"Highly Enantioselective Arylation and Alkenylation of Pallada‐Endocyclic Enamines Under Mild Conditions: Reaction Development and Computational Mechanistic Studies","authors":"Biao Zhang, Jianwei Li, Bosen Fang, Junhao Ruan, Kaining Duanmu, Weijie Chen","doi":"10.1002/adsc.70103","DOIUrl":"https://doi.org/10.1002/adsc.70103","url":null,"abstract":"A highly enantioselective palladium‐catalyzed cross‐coupling reaction between 2‐(hetero)aryl‐1‐piperideines and C(sp<jats:sup>2</jats:sup>) electrophiles is developed. The reaction is performed with a modified BI‐DIME‐type ligand under mild conditions, and following reduction ultimately provides unprotected <jats:italic>cis</jats:italic>‐2,3‐di(hetero)arylpiperidines and 2‐(hetero)aryl‐3‐alkenylpiperidines in generally above 95% ees. Based on combined experimental and computational studies, it is proposed that the dominant pathway of this reaction likely does not involve an endocyclic 1‐azaallyl anion intermediate. Instead, the imine substrate coordinates to the Pd(II) first, followed by deprotonation to directly form a pallada‐endocyclic enamine. Due to the rigid ring conformation and the steric effect of the imine, it can only bind to the Pd(II) while the BI‐DIME changes from bidentate to monodentate via a ligand rotation. The imine binding and the ligand rotation are concerted in a way that leads to the favored enantiomer of the product. Formation of the other enantiomer requires the two processes to occur in a stepwise manner, which has a high energy barrier for the ligand rotation due to a steric interaction brought by the substituent between the phosphorus and the oxygen atoms of the ligand.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"55 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145017188","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Ligand Controlled Regio‐Divergent [2+2+2] Cyclotrimerization of Alkynes by Merging Electrochemistry and Nickel Catalysis 配体控制区域发散[2+2+2]环三聚化的电化学和镍催化
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-05 DOI: 10.1002/adsc.70075
Yueyue Ma, Caixia Liu, Dali Yang, Yi Shen, Xin Wang, Ziqi Fang, Wenhui Huang, Ruihua Cheng, Jinxing Ye
{"title":"Ligand Controlled Regio‐Divergent [2+2+2] Cyclotrimerization of Alkynes by Merging Electrochemistry and Nickel Catalysis","authors":"Yueyue Ma, Caixia Liu, Dali Yang, Yi Shen, Xin Wang, Ziqi Fang, Wenhui Huang, Ruihua Cheng, Jinxing Ye","doi":"10.1002/adsc.70075","DOIUrl":"https://doi.org/10.1002/adsc.70075","url":null,"abstract":"Transition metal catalyzed [2+2+2] cycloaddition reactions between three alkynes, a diyne and an alkyne, or a triyne offer a straightforward and typical protocol toward all kinds of polysubstituted benzens. Herein, the synthesis of polysubstituted aromatics through electrochemical nickel catalyzed cyclotrimerization of alkynes is developed. The regio‐divergent cyclotrimerization of terminal alkynes is achieved by judicious choice of ligands, and tributylphosphine, sterically hindered bipyridine, or β‐diketone ligands delivered 1,2,4‐ and 1,3,5‐substituted aromatics with high regioselectivities, respectively. Besides, the semi‐intermolecular [2+2+2] cycloaddition between diynes and alkynes are also amenable under this catalytic system. This approach operates without metal reductant, exhibits wide functional groups tolerance, ease of scalability, and furnishes 75 examples with moderate to good yields, including some biorelevant compounds. Mechanistic experiments and density functional theory calculation reveal the catalytic pathways of 1,3,5‐ and 1,2,4‐cyclotrimerizations, and the origin of the ligand controlled regioselectivity.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"121 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145002889","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
One‐Pot Cascade Synthesis of Isoquinolinone‐Fused Quinoxalines Through Sequential Rh(III)/Pd(II) Catalysis 通过顺序Rh(III)/Pd（II）催化一锅级联合成异喹啉酮-融合喹诺啉类药物
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-05 DOI: 10.1002/adsc.70099
Wei‐Jung Chiu, Indrajeet J. Barve, Hung‐Sheng Hsieh, Chung‐Ming Sun
{"title":"One‐Pot Cascade Synthesis of Isoquinolinone‐Fused Quinoxalines Through Sequential Rh(III)/Pd(II) Catalysis","authors":"Wei‐Jung Chiu, Indrajeet J. Barve, Hung‐Sheng Hsieh, Chung‐Ming Sun","doi":"10.1002/adsc.70099","DOIUrl":"https://doi.org/10.1002/adsc.70099","url":null,"abstract":"A sequential bimetallic Rh(III)/Pd(II)‐catalyzed reaction of <jats:italic>N</jats:italic>‐(2‐acetamidophenyl)benzamides with 1,3‐diynes via an NH/CH activation and cyclization cascade is reported. The one‐pot synthesis of isoquinolinone‐fused quinoxalines is achieved through dual‐metal catalysis. The reaction proceeds via Rh(III)‐catalyzed, amide‐group‐directed CH activation and migratory insertion of 1,3‐diyne, followed by cyclization to form an isoquinolinone intermediate. Subsequent Pd(II)‐catalyzed aminopalladation, intramolecular migratory insertion of the CC triple bond into the CPd bond, and protodemetalation furnish the isoquinolinone‐fused quinoxaline frameworks.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"53 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145002888","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Iron‐Catalyzed [3+3]‐Annulation of 3‐Amino‐1,2,4‐Triazoles and Cyclopropanols: A General Synthesis of 1,2,4‐Triazolo[1,5‐a]Pyrimidines 铁催化的[3+3]- 3 -氨基- 1,2,4 -三唑和环丙醇环化：1,2,4 -三唑[1,5 - A]嘧啶的一般合成
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-02 DOI: 10.1002/adsc.70097
Shi‐Hua Ding, Zhifeng Ma, Jian Ren
{"title":"Iron‐Catalyzed [3+3]‐Annulation of 3‐Amino‐1,2,4‐Triazoles and Cyclopropanols: A General Synthesis of 1,2,4‐Triazolo[1,5‐a]Pyrimidines","authors":"Shi‐Hua Ding, Zhifeng Ma, Jian Ren","doi":"10.1002/adsc.70097","DOIUrl":"https://doi.org/10.1002/adsc.70097","url":null,"abstract":"Although several synthetic approaches for constructing 1,2,4‐triazolo[1,5‐<jats:italic>a</jats:italic>]pyrimidines have been established, their production from cyclopropanols and 3‐amino‐1,2,4‐triazoles remains unexplored. Herein, a general method for synthesizing 1,2,4‐triazolo[1,5‐<jats:italic>a</jats:italic>]pyrimidines via iron‐catalyzed [3 + 3] annulation of cyclopropanols and 3‐amino‐1,2,4‐triazoles is presented. This protocol features no acid or base conditions, but has a broad substrate scope, high regioselectivity, and good functional group tolerance. The utility of this approach is demonstrated via the late‐stage modification of marketed drug molecules and natural products. Furthermore, the reaction mechanisms of iron‐catalyzed [3 + 3] annulation of cyclopropanols with 3‐amino‐1,2,4‐triazoles have been investigated using control experiments and density functional theory calculations.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"162 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144928590","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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