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Front Cover: Synthesis of 2H-1,4-Oxazin-3(4H)-One Utilizing Umpolung Reaction to α-Hydrazonoketone (Asian J. Org. Chem. 3/2025)
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-03-14 DOI: 10.1002/ajoc.202580301
Dr. Isao Mizota, Keiji Oshima, Nozomi Hoshiai, Ayaki Yamamoto, Masaki Mitani, Rabbia Batool, Prof. Dr. Bo-Tau Liu, Prof. Dr. Makoto Shimizu
{"title":"Front Cover: Synthesis of 2H-1,4-Oxazin-3(4H)-One Utilizing Umpolung Reaction to α-Hydrazonoketone (Asian J. Org. Chem. 3/2025)","authors":"Dr. Isao Mizota,&nbsp;Keiji Oshima,&nbsp;Nozomi Hoshiai,&nbsp;Ayaki Yamamoto,&nbsp;Masaki Mitani,&nbsp;Rabbia Batool,&nbsp;Prof. Dr. Bo-Tau Liu,&nbsp;Prof. Dr. Makoto Shimizu","doi":"10.1002/ajoc.202580301","DOIUrl":"https://doi.org/10.1002/ajoc.202580301","url":null,"abstract":"<p>α-Hydrazonoketone was found to be an appropriate substrate for umpolung <i>N</i>-alkylation with Grignard reagents. The reaction proceeded extremely fast under mild reaction conditions. Especially, <i>N</i>-methylation was completed for only 30 seconds to afford the <i>N</i>-methylated product in quantitative yield. Tandem <i>N</i>-alkylation/reduction/<i>N</i>-acyl-<i>O</i>-alkylation with chloroacetyl chloride was also developed. This led to an efficient synthesis of a 2<i>H</i>-1,4-oxazin-3(4<i>H</i>)-one in good yield. More details can be found in article number e202400698 by Isao Mizota and co-workers.<figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure>\u0000 </p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-03-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202580301","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143622753","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis and Properties of Covalently Linked Terpyridine‐BODIPY and Terpyridine‐3‐Pyrrolyl BODIPY Conjugates
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-03-01 DOI: 10.1002/ajoc.202400693
Kanhu Charan Behera , Mangalampalli Ravikanth
{"title":"Synthesis and Properties of Covalently Linked Terpyridine‐BODIPY and Terpyridine‐3‐Pyrrolyl BODIPY Conjugates","authors":"Kanhu Charan Behera ,&nbsp;Mangalampalli Ravikanth","doi":"10.1002/ajoc.202400693","DOIUrl":"10.1002/ajoc.202400693","url":null,"abstract":"<div><div>A series of covalently linked terpyridine‐BODIPY and terpyridine‐3‐pyrrolyl BODIPY conjugates were synthesized by strategically tuning the position of the terpyridine moiety at the <em>α</em> and/or <em>meso</em> positions of the BODIPY (<strong>3</strong>–<strong>4</strong>) and 3‐pyrrolyl BODIPY cores (<strong>5</strong>–<strong>7</strong>). These compounds were synthesized over a sequence of synthetic steps and their identities were confirmed by HR‐MS, 1D, 2D NMR, and X‐ray crystallography of one of the conjugates and studied by various spectroscopic, electrochemical, and theoretical techniques. The presence of terpyridine moieties on BODIPY and 3‐pyrrolyl BODIPY cores significantly alters their electronic properties and these conjugates absorb strongly in the 505–640 nm region. Furthermore, the <em>α</em>‐terpyridinyl 3‐pyrrolyl BODIPY conjugate was used as a ligand to form heteroleptic ruthenium(II/III) complexes. The Ru(II)/Ru(III) complexes exhibit weak fluorescence with significantly reduced quantum yield and single‐state lifetime due to the presence of a heavy Ru(II)/Ru(III) ion, which enhances spin‐orbit coupling and increases the rate of intersystem crossing (ISC), leading to non‐radiative relaxation. DFT and TD‐DFT studies corroborated our experimental findings, providing deeper insights into the structural, photophysical, and electronic properties of these conjugates.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":"Article e202400693"},"PeriodicalIF":2.8,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143622658","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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 Carbopyridylation of Maleimides with Pyridine Salts Under Catalyst‐Free Conditions
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-03-01 DOI: 10.1002/ajoc.202400727
Zijia Ma , He Wang , Chunbo Li , Ningning Liu , Yujia Wang , Jing Sun , Xin Wang , Ran Sun , Lei Li
{"title":"Visible‐Light‐Induced Carbopyridylation of Maleimides with Pyridine Salts Under Catalyst‐Free Conditions","authors":"Zijia Ma ,&nbsp;He Wang ,&nbsp;Chunbo Li ,&nbsp;Ningning Liu ,&nbsp;Yujia Wang ,&nbsp;Jing Sun ,&nbsp;Xin Wang ,&nbsp;Ran Sun ,&nbsp;Lei Li","doi":"10.1002/ajoc.202400727","DOIUrl":"10.1002/ajoc.202400727","url":null,"abstract":"<div><div>A catalyst‐free carbopyridylation reaction of maleimides with <em>N</em>‐benzoylmethylpyridinium bromides under visible light irradiation is reported. The carbo‐2‐pyridylation products of maleimides are obtained in good yields, demonstrating broad substrate scope and high functional group tolerance even on a gram scale. Mechanistic studies suggest that the process involves a tandem [3+2] cycloaddition, and Norrish‐type‐II fragmentation.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":"Article e202400727"},"PeriodicalIF":2.8,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143622280","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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 Mediated, Photocatalyst‐Free C−S Bond Formation via EDA Complex Formation
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-03-01 DOI: 10.1002/ajoc.202400621
Markabandhu Shanthi. , Karuppaiah Perumal , Vijayakumar Hemamalini , Rambabu Dandela , Subburethinam Ramesh
{"title":"Visible‐Light Mediated, Photocatalyst‐Free C−S Bond Formation via EDA Complex Formation","authors":"Markabandhu Shanthi. ,&nbsp;Karuppaiah Perumal ,&nbsp;Vijayakumar Hemamalini ,&nbsp;Rambabu Dandela ,&nbsp;Subburethinam Ramesh","doi":"10.1002/ajoc.202400621","DOIUrl":"10.1002/ajoc.202400621","url":null,"abstract":"<div><div>The presence of sulphur groups in the structures of many natural products and therapeutic candidates makes sulfur‐containing molecules indispensable. In organic chemistry, the study of carbon‐sulfur (C−S) bond formation via electron donor‐acceptor (EDA) complexes is a dynamic and developing field. EDA complexes facilitate a variety of chemical transformations, including the production of C−S bonds, by interacting between an electron‐rich donor and an electron‐deficient acceptor. In this review, we focus on the literature reports on formation of electron donor‐acceptor complex (EDA) between appropriate starting materials. Some new research investigates the use of light to stimulate C−S bond formation using EDA complexes. Photo‐redox catalysis is a promising field in which substrates can be activated under gentler circumstances. In this review, we have highlighted the photoactivation of the EDA complex and an intermediate formed in the reaction itself. We classified the collection of the journal under the following headings such as one pot ring annulation and cyclization involving C−S bond formation, C−S bond formation by dehalogenation, C−S bond formation in multicomponent reaction, C−S bond formation by leaving group, C−S bond formation on alkene/alkyne and other miscellaneous.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":"Article e202400621"},"PeriodicalIF":2.8,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143622339","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
On the Photoisomerization of Pyridine in Vapor Phase
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-03-01 DOI: 10.1002/ajoc.202400314
Maurizio D'Auria
{"title":"On the Photoisomerization of Pyridine in Vapor Phase","authors":"Maurizio D'Auria","doi":"10.1002/ajoc.202400314","DOIUrl":"10.1002/ajoc.202400314","url":null,"abstract":"<div><div>DFT calculations on the photoisomerization of pyridine, 2,3‐, 2,6, and 3,4‐dimethylpyridine showed that the photoisomerization occurs through the formation of the corresponding Dewar isomers. These compounds can be transformed into the corresponding benzvalene isomers, whose decomposition gives the reaction products. Another way to obtain some observed reaction products is a photoisomerization of the Dewar isomers through an intramolecular thermal or photochemical [2+2]‐cycloaddition reaction.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":"Article e202400314"},"PeriodicalIF":2.8,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202400314","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143622347","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis, DFT Calculations, and Molecular Docking Study of New Aggregation‐Induced Emission Lumiogens Based on Thieno[2,3‐d]pyrimidine Moiety
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-03-01 DOI: 10.1002/ajoc.202400670
Manar Kh. Mohamed , Dr. Ahmed A. K. Mohammed , Prof. Dr. Morsy M. M. Aly , Prof. Dr. Abdel‐Aal M. Gaber , Dr. Abdelreheem A. Saddik
{"title":"Synthesis, DFT Calculations, and Molecular Docking Study of New Aggregation‐Induced Emission Lumiogens Based on Thieno[2,3‐d]pyrimidine Moiety","authors":"Manar Kh. Mohamed ,&nbsp;Dr. Ahmed A. K. Mohammed ,&nbsp;Prof. Dr. Morsy M. M. Aly ,&nbsp;Prof. Dr. Abdel‐Aal M. Gaber ,&nbsp;Dr. Abdelreheem A. Saddik","doi":"10.1002/ajoc.202400670","DOIUrl":"10.1002/ajoc.202400670","url":null,"abstract":"<div><div>The discovery of novel Aggregation‐Induced Emission (AIE) systems based on heterocyclic compounds holds significant potential. In this study, a series of new AIE systems based on thieno[2,3‐<em>d</em>]pyrimidine moiety synthesized and characterized by spectroscopic analyses. These compounds exhibited weak emission in DMSO solution but displayed strong solid‐state fluorescence at λ<sub>max</sub>=556, 527, 527, and 515 nm for compounds <strong>7 a</strong>, <strong>7 b</strong>, <strong>7 c</strong>, and <strong>7 e</strong> respectively. Additionally, compound <strong>10</strong> exhibited emission at 480 nm in DMSO, which was red‐shifted to 490 nm in the solid state. Furthermore, the AIE behavior for these compounds was investigated in different DMSO/H<sub>2</sub>O fractions. Compounds <strong>7 a</strong>–<strong>c</strong>, <strong>7 e</strong>, and <strong>10</strong> exhibits a typical AIE behavior since these compounds showed weak fluorescence intensity in pure DMSO but sharply increased while the water content reached 80 % in the case of compounds <strong>7 a</strong>–<strong>c</strong>, and <strong>7 e</strong>, and 90 % in compound <strong>10</strong>. Moreover, Density Functional Theory (DFT) calculations supported the role of molecular packing and intermolecular interactions in modulating the luminescence properties. Molecular docking studies suggested the potential of these AIE compounds as anticancer agents. Compound <strong>7 a</strong> exhibits a strong binding affinity of −9.6 kcal/mol for CDK‐2 compared with abemaciclib, palbociclib, and ribociclib drugs, indicating its potential as a potent CDK‐2 inhibitor.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":"Article e202400670"},"PeriodicalIF":2.8,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143622362","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Synthesis of Tetraaryl Diazachrysenes by the Povarov Reaction and π Extension To Construct a Condensed Azaperylene Motif
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-03-01 DOI: 10.1002/ajoc.202400625
Yuanrong Shan , Takeshi Yasuda , Takaki Kanbara , Junpei Kuwabara
{"title":"Synthesis of Tetraaryl Diazachrysenes by the Povarov Reaction and π Extension To Construct a Condensed Azaperylene Motif","authors":"Yuanrong Shan ,&nbsp;Takeshi Yasuda ,&nbsp;Takaki Kanbara ,&nbsp;Junpei Kuwabara","doi":"10.1002/ajoc.202400625","DOIUrl":"10.1002/ajoc.202400625","url":null,"abstract":"<div><div>Incorporating nitrogen into carbon‐based materials can significantly modify their electronic properties. A comprehensive understanding of the structural and physical characteristics of aza‐polycyclic aromatic hydrocarbons (aza‐PAHs) is crucial for developing innovative materials. In this study, four aza‐PAHs were synthesized using a combination of the Povarov reaction and intramolecular cyclization reaction by direct C−H arylation. The synthesized compounds were evaluated in terms of the crystal structure, photophysical properties, frontier energy levels, and hole‐blocking properties in organic light‐emitting diode (OLED). The intramolecular cyclization by direct C−H arylation afforded a condensed azaperylene molecule that exhibited long‐wavelength absorption and emission, attributed to the high HOMO level resulting from π‐extension.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":"Article e202400625"},"PeriodicalIF":2.8,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202400625","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143622458","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Recent Advances in Copper‐Catalyzed Oxidative Cyclization Reactions
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-03-01 DOI: 10.1002/ajoc.202400529
Cai Zhang
{"title":"Recent Advances in Copper‐Catalyzed Oxidative Cyclization Reactions","authors":"Cai Zhang","doi":"10.1002/ajoc.202400529","DOIUrl":"10.1002/ajoc.202400529","url":null,"abstract":"<div><div>In this review, we have presented an overview on the copper‐catalyzed oxidative cyclization reactions over the period from 2020 to the present. In general, both Cu(II) and Cu(I) can be used as starting catalysts, but the reaction mechanisms were different. For example, from the perspective of reaction mechanism, as a starting catalyst, Cu(II) was often directly combined with oxidants to participate in the catalytic oxidation of intermediates or substrates. When Cu(I) served as the starting catalyst, it directly promoted the cleavage of N−O bonds or coordinated with alkyne bonds, while oxidants were used for the subsequent oxidation of intermediates. The experimental results showed that most of the copper‐catalyzed oxidative cyclization strategies have achieved satisfactory results.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":"Article e202400529"},"PeriodicalIF":2.8,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143622657","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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 Csp2−H Amination of Hydrazones with N‐aminopyridinium Salts
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-03-01 DOI: 10.1002/ajoc.202400757
Oj Shikhar Srivastava , Ruchir Kant , Dr. Namrata Rastogi
{"title":"Photocatalytic Csp2−H Amination of Hydrazones with N‐aminopyridinium Salts","authors":"Oj Shikhar Srivastava ,&nbsp;Ruchir Kant ,&nbsp;Dr. Namrata Rastogi","doi":"10.1002/ajoc.202400757","DOIUrl":"10.1002/ajoc.202400757","url":null,"abstract":"<div><div>The current approach describes Csp<sup>2</sup>−H amination of aldehyde‐derived hydrazones via nitrogen centred radical generation from <em>N‐</em>aminopyridinium salts under photocatalytic conditions. The scope of reaction is wide in terms of both the substrates and most of the products were isolated in good yields furnishing <em>Z</em>‐isomer exclusively. Further, aminated hydrazones were hydrolyzed to give amides resulting into indirect Csp<sup>2</sup>−H amination of aldehydes.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":"Article e202400757"},"PeriodicalIF":2.8,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143622367","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
3D Multilayer Folding of Chiral and Achiral Targets Cotaining Aryl‐Aryl‐Alkynyl Motifs Enabled by π‐π Stacking
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-03-01 DOI: 10.1002/ajoc.202400704
Anis Ur Rahman , Nighat Zarshad , Sai Zhang , Farooq Ahmad , Guigen Li , Asad Ali
{"title":"3D Multilayer Folding of Chiral and Achiral Targets Cotaining Aryl‐Aryl‐Alkynyl Motifs Enabled by π‐π Stacking","authors":"Anis Ur Rahman ,&nbsp;Nighat Zarshad ,&nbsp;Sai Zhang ,&nbsp;Farooq Ahmad ,&nbsp;Guigen Li ,&nbsp;Asad Ali","doi":"10.1002/ajoc.202400704","DOIUrl":"10.1002/ajoc.202400704","url":null,"abstract":"<div><div>3D multi‐layered achiral and chiral compounds containing aryl‐aryl‐alkenyl motifs are considered crucial for achieving planarity via π.π stacking, enhanced stability by conjugation, improved optoelectronic properties and receptor binding capabilities. By taking advantage of palladium (0) catalyzed Suzuki‐Miyaura and Sonogashira cross coupling reactions, newly designed atropisomerically 3D multi‐layered achiral and chiral compounds have been synthesized successfully synthesized that leverage center‐to‐multilayer chirality. These compounds were obtained in overall yields of 27 % to 89 % through flash column chromatography, and comprehensively characterized with their absolute configurations confirmed using X‐ray structural analysis. Utilizing readily available commercial starting materials, fourteen distinct diastereomers with multilayer chirality were successfully synthesized in a seven‐step process, along with fifteen achiral multilayered targets achieved in five steps. This research will open new avenues in the fields of atropisomeric drug designing, bio‐sensing and circularly polarised luminescence materials.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":"Article e202400704"},"PeriodicalIF":2.8,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143622555","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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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