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Electrochemical Dual Trifluoromethylation/Cyclization of 2‐Aryl‐N‐Acryloyl Indoles Enabling Assembly of Indole[2,1‐a]isoquinolines 电化学双三氟甲基化/环化 2-芳基-N-丙烯酰基吲哚促成吲哚并[2,1-a]异喹啉的组装
IF 4.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI: 10.1002/adsc.202401225
Haibo Mei , Yucheng Zhang , Jiang Liu , Jorge Escorihuela , Loránd Kiss , Jianlin Han
{"title":"Electrochemical Dual Trifluoromethylation/Cyclization of 2‐Aryl‐N‐Acryloyl Indoles Enabling Assembly of Indole[2,1‐a]isoquinolines","authors":"Haibo Mei ,&nbsp;Yucheng Zhang ,&nbsp;Jiang Liu ,&nbsp;Jorge Escorihuela ,&nbsp;Loránd Kiss ,&nbsp;Jianlin Han","doi":"10.1002/adsc.202401225","DOIUrl":"10.1002/adsc.202401225","url":null,"abstract":"<div><div>An electrochemical cascade radical cyclization of 2‐aryl‐<em>N</em>‐acryloyl indoles with sodium trifluoromethanesulfinate as a coupling partner has been explored, which afforded the unexpected bis‐trifluoromethylated indole[2,1‐<em>a</em>]isoquinolines as products. Experimental results and DFT calculations disclose that this reaction involves trifluoromethylation‐triggered cyclization and the second trifluoromethylation as the key steps. This strategy does not need any transition‐metal catalysts or oxidants with a readily available trifluoromethylating reagent enabling facile synthesis of bis‐trifluoromethylated indole‐fused tricycles.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401225"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142735602","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
Recent Advances in Photoredox/Chromium Dual‐Catalyzed Carbonyl Addition Reactions: A Review 光氧化还原/铬双催化羰基加成反应的研究进展
IF 4.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI: 10.1002/adsc.202401315
Bin Xiao , Kangping Wu , Mianling Zhang , Haixiang Hu , Xiaochong Guo
{"title":"Recent Advances in Photoredox/Chromium Dual‐Catalyzed Carbonyl Addition Reactions: A Review","authors":"Bin Xiao ,&nbsp;Kangping Wu ,&nbsp;Mianling Zhang ,&nbsp;Haixiang Hu ,&nbsp;Xiaochong Guo","doi":"10.1002/adsc.202401315","DOIUrl":"10.1002/adsc.202401315","url":null,"abstract":"<div><div>The chromium‐catalysed Nozaki‐Hiyama‐Kishi (NHK) reaction is a very dependable technique for alcohol synthesis and is extensively used in the complete synthesis of natural compounds. The majority of these reactions occur via a reductive‐radical‐polar crossover (RRPCO) mechanism, which is crucial for the transformation of reactive radical intermediates. The production of radicals using photoinduced catalytic reactions is now among the most effective approaches. The photoinduced chromium‐catalysed addition reaction to carbonyl compounds is an effective technique for alcohol synthesis that integrates the benefits of photocatalysis with chromium catalysis. Photocatalysis significantly enhances the diversity of radical production, hence broadening the substrate scope in the chromium‐catalysed NHK reaction. This paper primarily examines the photoredox chromium dual‐catalysed carbonyl addition process for alcohol synthesis, including numerous methods for radical generation.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401315"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142804923","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
Photocatalytic Oxidation of α‐Substituted Amines to Lactams/Amides 光催化 α-取代胺氧化成内酰胺/酰胺
IF 4.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI: 10.1002/adsc.202400871
Manish Kumar , Pawan Kumar , Utpal Das
{"title":"Photocatalytic Oxidation of α‐Substituted Amines to Lactams/Amides","authors":"Manish Kumar ,&nbsp;Pawan Kumar ,&nbsp;Utpal Das","doi":"10.1002/adsc.202400871","DOIUrl":"10.1002/adsc.202400871","url":null,"abstract":"<div><div>We, herein, report a base free, photocatalytic decyanation of <em>α</em>‐aminonitriles. A range of amides and lactams were obtained in 52–95% yields. Control experiments indicate O<sub>2</sub> as an amide/lactam oxygen source and the reaction (lactam formation) follows radical pathway via dioxetanimine species. This methodology also applied for <em>α</em>‐ester/aldehyde substituted pyrrolidines in the presence of a base, probably via decarboxylation pathway.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202400871"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142317233","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
Anode Material Determined Divergent 5‐exo‐dig Cyclization of N‐Cyano‐2‐Halobenzamides Toward 3‐Iminoisoindolin‐1‐ones and 3‐Aminoisoindolin‐1‐ones 确定 N-氰基-2-卤代苯甲酰胺向 3-亚氨基异吲哚啉-1-酮和 3-氨基异吲哚啉-1-酮的 5-外-消化歧化环化的阳极材料
IF 4.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI: 10.1002/adsc.202401276
Xiao‐Qing Xie , Zi‐Qiong Li , Wei Zhou , Chaozhihui Cheng , Jiang Bai , Haixin Ding , Xian‐Rong Song , Mu‐Jia Luo , Qiang Xiao
{"title":"Anode Material Determined Divergent 5‐exo‐dig Cyclization of N‐Cyano‐2‐Halobenzamides Toward 3‐Iminoisoindolin‐1‐ones and 3‐Aminoisoindolin‐1‐ones","authors":"Xiao‐Qing Xie ,&nbsp;Zi‐Qiong Li ,&nbsp;Wei Zhou ,&nbsp;Chaozhihui Cheng ,&nbsp;Jiang Bai ,&nbsp;Haixin Ding ,&nbsp;Xian‐Rong Song ,&nbsp;Mu‐Jia Luo ,&nbsp;Qiang Xiao","doi":"10.1002/adsc.202401276","DOIUrl":"10.1002/adsc.202401276","url":null,"abstract":"<div><div>Herein, an electroreductive aryl radical enabled 5‐<em>exo</em>‐<em>dig</em> cyclization of <em>N</em>‐cyano‐2‐halobenzamides is presented, providing a convenient route for the synthesis of a variety of 3‐iminoisoindolin‐1‐ones in 30–75% yields. Simply by employing zinc plate instead of graphite rod anode, the products of the electrosynthesis are switched to diverse 3‐aminoisoindolin‐1‐ones through aryl‐radical‐mediated 5‐<em>exo</em>‐<em>dig</em> cyclization and subsequent reductive hydrogenation. Furthermore, this anode material determined divergent 5‐<em>exo</em>‐<em>dig</em> cyclization features mild electrochemical conditions, excellent substrate scopes, and good functional group tolerance.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401276"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142589016","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
Copper(I)‐Mediated Site‐Selective Tertiary δ–κ‐C(sp3)−H Bond Chlorination of Ketones and Carboxylic Esters and Amides by Dichloramine‐T 铜(I)-介导的δ -κ-C (sp3) -H键二氯胺对酮、羧酸酯和酰胺的氯化反应
IF 4.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI: 10.1002/adsc.202401324
Jordan Diaz , Yongsheng Zhang , James Theodore Merrett , Wai Tsun Or , Philip Wai Hong Chan
{"title":"Copper(I)‐Mediated Site‐Selective Tertiary δ–κ‐C(sp3)−H Bond Chlorination of Ketones and Carboxylic Esters and Amides by Dichloramine‐T","authors":"Jordan Diaz ,&nbsp;Yongsheng Zhang ,&nbsp;James Theodore Merrett ,&nbsp;Wai Tsun Or ,&nbsp;Philip Wai Hong Chan","doi":"10.1002/adsc.202401324","DOIUrl":"10.1002/adsc.202401324","url":null,"abstract":"<div><div>A synthetic method to prepare <em>δ</em>–<em>κ</em>‐chloroketones, ‐esters and ‐amides that relies on the copper(I)‐mediated chlorination at the unactivated tertiary <em>δ</em>–<em>κ</em>‐C(<em>sp</em><sup>3</sup>)−H bond of ketones, carboxylic esters, and amides by dichloramine‐T is presented. By exploiting the ability of the <em>N</em>‐chloramide to act as both the hydrogen atom transfer (HAT) and chlorination reagent, the reactions were shown to be site‐selective with halogenation only occurring at the unactivated tertiary carbon center situated four to ten C−C bond distances away from the carbonyl functional group in the substrate. The site‐selectivity of the chlorination protocol was further exemplified by the installing of the C−Cl bond at the distal position of one example containing two tertiary carbon centers and the late‐stage functionalization of two drug molecules.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401324"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142776927","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
Copper(I)‐Catalyzed Proto/Carboboration of Enyne Boronates for the Synthesis of Densely Substituted Diene Diboronates 铜(I)催化的炔硼酸原/碳硼酸化反应用于合成高密度取代的二烯二硼酸盐
IF 4.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI: 10.1002/adsc.202401188
Suman Ghosh , Rajesh Chakrabortty , Shailendra Kumar , Venkataraman Ganesh
{"title":"Copper(I)‐Catalyzed Proto/Carboboration of Enyne Boronates for the Synthesis of Densely Substituted Diene Diboronates","authors":"Suman Ghosh ,&nbsp;Rajesh Chakrabortty ,&nbsp;Shailendra Kumar ,&nbsp;Venkataraman Ganesh","doi":"10.1002/adsc.202401188","DOIUrl":"10.1002/adsc.202401188","url":null,"abstract":"<div><div>A copper‐catalyzed carbo‐/protoboration of boryl enynes is disclosed, providing access to an array of penta‐ and hexasubstituted diboryl dienes in a chemo‐, regio‐ and stereoselective manner. All six positions of the dienes can be manipulated using this methodology. The hexasubstituted diene boronates adopt a skew conformation. An iterative Suzuki coupling of the products provided highly conjugated trienes and tetraenes.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401188"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142599589","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
Base‐Mediated Sequential Annulation Reaction of Conjugated Dienes and Crotonate‐Derived Sulfur Ylides: Effective Synthesis of Bicyclo[4.1.0]heptenes 碱介导的共轭二烯与巴豆酸盐衍生硫酰的序贯环化反应：双环[4.1.0]庚烯的有效合成
IF 4.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI: 10.1002/adsc.202401273
Zhenjie Gan , Jingran Sun , Zhangyun Huang , Zhenjue Cai , Yue Wang , Er‐Qing Li
{"title":"Base‐Mediated Sequential Annulation Reaction of Conjugated Dienes and Crotonate‐Derived Sulfur Ylides: Effective Synthesis of Bicyclo[4.1.0]heptenes","authors":"Zhenjie Gan ,&nbsp;Jingran Sun ,&nbsp;Zhangyun Huang ,&nbsp;Zhenjue Cai ,&nbsp;Yue Wang ,&nbsp;Er‐Qing Li","doi":"10.1002/adsc.202401273","DOIUrl":"10.1002/adsc.202401273","url":null,"abstract":"<div><div>Herein we present a method for base‐mediated sequential annulation reaction of conjugated dienes. The method offers an efficient pathway for the effective construction of bicyclo[4.1.0]heptenes. Notable features of this approach include good yields, remarkable stereoselectivity, as well as a broad substrate scope and significant step efficiency. In addition, the reaction could be effectively scaled up to a gram scale under standard condition.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401273"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142712997","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
3,4‐Dicyano‐2,5,6‐Trifluorophenyl Glycosides as Electron‐Deficient Fluoroarene Glycosyl Donors for Chemical Glycosylation 3,4-二氰基-2,5,6-三氟苯基苷作为用于化学糖基化的缺电子芴糖基捐赠者
IF 4.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI: 10.1002/adsc.202401196
Ariza Khanam , Ashwani Tiwari , Mohammad Ovais , Mohan Lal , Pintu Kumar Mandal
{"title":"3,4‐Dicyano‐2,5,6‐Trifluorophenyl Glycosides as Electron‐Deficient Fluoroarene Glycosyl Donors for Chemical Glycosylation","authors":"Ariza Khanam ,&nbsp;Ashwani Tiwari ,&nbsp;Mohammad Ovais ,&nbsp;Mohan Lal ,&nbsp;Pintu Kumar Mandal","doi":"10.1002/adsc.202401196","DOIUrl":"10.1002/adsc.202401196","url":null,"abstract":"<div><div>Here, we present 3,4‐dicyano‐2,5,6‐trifluorophenyl glycosides as bench‐stable, and reactive electron‐deficient fluoroarene based glycosyl donors that can be prepared in one‐step and be activated with catalytic amounts of TMSOTf. The glycosylation reaction conditions show tolerance towards acid/base sensitive protecting groups and have a different substrate scope with 68–89% yields. The electron‐deficient fluoroarene‐containing glycosyl donor enables the construction of <em>O‐</em> and <em>C</em>‐glycosides using both free alcohols and silylated alcohols, as well as <em>C</em>‐ nucleophiles as acceptors.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401196"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142718392","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‐Catalyzed Annulation Between 1‐[2‐(Dimethoxymethyl)phenyl]prop‐2‐yn‐1‐yl Acetates and α‐Diazo Esters or Anilines to Form Substituted Naphthoates and Indeno[1,2‐b]quinoline, Respectively 金催化 1-[2-(二甲氧基甲基)苯基]丙-2-炔-1-基乙酸酯与 α-重氮酯或苯胺之间的环化反应，分别生成取代的萘酸盐和茚并[1,2-b]喹啉。
IF 4.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI: 10.1002/adsc.202400968
Akshay Suresh Kshirsagar , Rai‐Shung Liu
{"title":"Gold‐Catalyzed Annulation Between 1‐[2‐(Dimethoxymethyl)phenyl]prop‐2‐yn‐1‐yl Acetates and α‐Diazo Esters or Anilines to Form Substituted Naphthoates and Indeno[1,2‐b]quinoline, Respectively","authors":"Akshay Suresh Kshirsagar ,&nbsp;Rai‐Shung Liu","doi":"10.1002/adsc.202400968","DOIUrl":"10.1002/adsc.202400968","url":null,"abstract":"<div><div>This work describes gold‐catalyzed annulations of 1‐(2‐(dimethoxymethyl)phenyl)‐1‐prop‐2‐yn‐1‐yl acetate substrates with <em>α</em>‐diazo esters and anilines, respectively yielding substituted naphthoates and indeno[1,2‐<em>b</em>]quinoline derivatives. Our mechanistic analysis indicates 1‐methoxy‐2‐carbonyl‐1<em>H</em>‐indenes as their common intermediates. In the formation of naphthoates, <em>α</em>‐diazo ester attacks at gold‐bound intermediate via an S<sub>N</sub>2 pathway to enable a allylic methoxy substitution. For indeno[1,2‐<em>b</em>]quinoline derivatives, there are two main reactions, including (i) a reversible formation between intermediate and a double amine addition product and (ii) an arylation reaction of intermediate. Species N‐(phenyl((2E)‐1‐(phenylimino)‐1,3‐dihydro‐2<em>H</em>‐inden‐2‐ylidene)methyl)aniline was converted to indeno[1,2‐<em>b</em>]quinoline in the presence of gold catalyst.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202400968"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142398551","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
Rh(III)-Catalyzed C(sp2)–H and C(sp2)–C(sp2) Bond Activation of Aryl Oximes with CF3-Imidoyl Sulfoxonium Ylides: Access to N-(2-Cyanoaryl)-3-(Trifluoromethyl)isoquinolin-1(2H)-Imines
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI: 10.1002/adsc.202500038
pinyi li, Jian Chen, Zuguang Yang, Zhengkai Chen
{"title":"Rh(III)-Catalyzed C(sp2)–H and C(sp2)–C(sp2) Bond Activation of Aryl Oximes with CF3-Imidoyl Sulfoxonium Ylides: Access to N-(2-Cyanoaryl)-3-(Trifluoromethyl)isoquinolin-1(2H)-Imines","authors":"pinyi li, Jian Chen, Zuguang Yang, Zhengkai Chen","doi":"10.1002/adsc.202500038","DOIUrl":"https://doi.org/10.1002/adsc.202500038","url":null,"abstract":"A rhodium(III)-catalyzed redox-neutral C-H and C-C bond activation reaction of aryl oximes and CF3-substituted imidoyl sulfoxonium ylides (TFISYs) has been described, producing a wide variety of N-(2-cyanoaryl)-3-(trifluoromethyl)isoquinolin-1(2H)-imines in moderate to excellent yields. The transformation might involve a consecutive C(sp2)–H bond activation, intramolecular spiro-cyclization, C-C bond activation and N-O bond cleavage sequence. This developed protocol provides a direct entry to diverse trifluoromethyl and nitrile-containing heterocycles with the generation of water and dimethyl sulfoxide as by-products.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"43 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143124853","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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