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Stereo- and Chemoselective Conversion of Alkynylphosphonates to Vinyl and Alkyl Phosphonates 烷基膦酸酯合成乙烯基和烷基膦酸酯的立体和化学选择性转化
IF 4.354 2区 化学
Journal of Organic Chemistry Pub Date : 2026-10-21 DOI: 10.1021/acs.joc.6c01343
Babak Kaboudin,Maryam Asvadi,Hesam Esfandiari,Tianjian Zhang,Yanlong Gu
{"title":"Stereo- and Chemoselective Conversion of Alkynylphosphonates to Vinyl and Alkyl Phosphonates","authors":"Babak Kaboudin,Maryam Asvadi,Hesam Esfandiari,Tianjian Zhang,Yanlong Gu","doi":"10.1021/acs.joc.6c01343","DOIUrl":"https://doi.org/10.1021/acs.joc.6c01343","url":null,"abstract":"A novel strategy for the selective semi-reduction and exhaustive reduction of alkynyl phosphonates to (E)-vinyl phosphonates and alkyl phosphonates, respectively, has been developed using a Zn/NiCl2·6H2O system. The hydrogenation chemoselectivity is effectively tuned by simply switching the reaction solvent from acetonitrile to ethanol. Furthermore, the synthetic utility of this methodology is demonstrated through a late-stage tetradeuteration sequence employing readily available deuterium oxide as the isotope source. This protocol features simple operation and mild conditions, enabling the efficient conversion of readily available alkynyl phosphonates into alkyl and vinyl phosphonate products. Notably, by using D2O as the deuterium source, a range of deuterated alkyl phosphonates were obtained in excellent yields.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"5 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2026-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149221764","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
Electrochemical Trifluoromethylation of Alkenes Using the Unpurified CF3I Reagent from Fluoroform 用未纯化的氟仿CF3I试剂进行烯烃的电化学三氟甲基化
IF 4.354 2区 化学
Journal of Organic Chemistry Pub Date : 2026-10-21 DOI: 10.1021/acs.joc.6c01627
Jiaming Cheng,Jinkun Fan,Chunhui Yang,Tengfei Pu,Qi Yang,Junyi Pan,Xu Cheng
{"title":"Electrochemical Trifluoromethylation of Alkenes Using the Unpurified CF3I Reagent from Fluoroform","authors":"Jiaming Cheng,Jinkun Fan,Chunhui Yang,Tengfei Pu,Qi Yang,Junyi Pan,Xu Cheng","doi":"10.1021/acs.joc.6c01627","DOIUrl":"https://doi.org/10.1021/acs.joc.6c01627","url":null,"abstract":"Fluoroform (HCF3) is an excess industrial gas with a significant greenhouse effect. The utilization of fluoroform as the trifluoromethyl precursor could turn the waste into a value-added product. In this work, we report a protocol for converting fluoroform to CF3I, which was used directly in the electrochemical trifluoromethylation of alkenes facilitated by the orthogonal reactivity in two steps. This protocol could give the trifluoromethylated products in comparable yield to those obtained with a commercial CF3I solution. In particular, the iodine residue in the prepared CF3I has a positive effect in some examples, with advantages over commercial CF3I reagents.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"37 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2026-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149221767","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
Nickel-Catalyzed C–O Cross-coupling of N-Boc-Protected Amino Alcohols with (Hetero)aryl Halides 镍催化n - boc保护氨基醇与（杂）芳基卤化物的C-O交叉偶联
IF 4.354 2区 化学
Journal of Organic Chemistry Pub Date : 2026-10-21 DOI: 10.1021/acs.joc.6c00945
Zi-Han Zhao,Jia-Xin Feng,Gao-Dong Xu,Nan Ji,Liu Yang,Dong Xue,Wei He
{"title":"Nickel-Catalyzed C–O Cross-coupling of N-Boc-Protected Amino Alcohols with (Hetero)aryl Halides","authors":"Zi-Han Zhao,Jia-Xin Feng,Gao-Dong Xu,Nan Ji,Liu Yang,Dong Xue,Wei He","doi":"10.1021/acs.joc.6c00945","DOIUrl":"https://doi.org/10.1021/acs.joc.6c00945","url":null,"abstract":"The aryloxyalkylamine motif is a privileged pharmacophore found in bioactive molecules. However, achieving its direct and chemoselective construction via O-arylation of amino alcohols remains a significant challenge in synthetic chemistry. Herein, we report a mild and efficient nickel-catalyzed C–O cross-coupling of N-Boc-protected amino alcohols with (hetero)aryl halides. This method employs bipyridine as the ligand and an organic amine as the base, circumventing the need for specific ligand systems and strong inorganic bases typically required in other protocols. The system exhibits excellent functional group tolerance and broad compatibility, particularly with regard to heteroaryl halides and amino alcohols derived from natural amino acids. Furthermore, the scalability of the reaction is demonstrated through gram-scale synthesis, highlighting its potential for practical applications.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"16 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2026-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149221699","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
Diastereoselective Synthesis of β-Branched α-Amino Acids from β, γ-Unsaturated Amides and Glycine-Derived Imines via Tandem Isomerization-Conjugate Addition 由β、γ-不饱和酰胺和甘氨酸衍生亚胺经串联异构化-共轭加成合成β-支化α-氨基酸的非对映选择性研究
IF 4.354 2区 化学
Journal of Organic Chemistry Pub Date : 2026-10-21 DOI: 10.1021/acs.joc.6c02088
Tesfaye Tebeka Simur,Tangji Chen,Qiaoyu Ou,Ting Li,Mandalaparthi Phanindrudu,Changjin Lu,Weiguang Yang,Yingmei Luo,Jia Zheng
{"title":"Diastereoselective Synthesis of β-Branched α-Amino Acids from β, γ-Unsaturated Amides and Glycine-Derived Imines via Tandem Isomerization-Conjugate Addition","authors":"Tesfaye Tebeka Simur,Tangji Chen,Qiaoyu Ou,Ting Li,Mandalaparthi Phanindrudu,Changjin Lu,Weiguang Yang,Yingmei Luo,Jia Zheng","doi":"10.1021/acs.joc.6c02088","DOIUrl":"https://doi.org/10.1021/acs.joc.6c02088","url":null,"abstract":"A base-promoted diastereoselective synthesis of β-branched α-amino acid derivatives is reported, proceeding via tandem isomerization–conjugate addition of β,γ-unsaturated amides with glycine-derived imines under transition-metal-free conditions. The operationally simple protocol tolerates a range of ester- and amide-derived imines, affording products in high diastereoselectivity (up to 20:1 dr). The products are readily transformed into γ-lactam and β-methylated glutamic acid analogues. Control experiments reveal a pronounced dependence of stereoselectivity on the bidentate tether, solvent, and alkali metals, supporting a chelation-controlled stereochemical model. This work highlights alkali metal-bidentate coordination as an effective strategy for stereocontrol in base promoted C–C bond-forming reactions. In addition, certain products also inhibited the growth of MCF-7 cancer cell lines.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"71 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2026-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149221765","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
Total Syntheses and Biological Evaluation of Lamellolactones A and B via Direct Butenolide Functionalization 丁烯内酯直接功能化片内酯A和B的全合成及其生物学评价
IF 4.354 2区 化学
Journal of Organic Chemistry Pub Date : 2026-10-20 DOI: 10.1021/acs.joc.6c01907
Yuto Fuse,Hwanhee Moon,Ryuji Kouda,Kensyo Inoue,Haruna Shimura,Satoshi Ohte,Sena Fujisawa,Yuya Miyoshi,Masaharu Saito,Taichi Ohshiro,Tohru Nagamitsu,Masaki Ohtawa
{"title":"Total Syntheses and Biological Evaluation of Lamellolactones A and B via Direct Butenolide Functionalization","authors":"Yuto Fuse,Hwanhee Moon,Ryuji Kouda,Kensyo Inoue,Haruna Shimura,Satoshi Ohte,Sena Fujisawa,Yuya Miyoshi,Masaharu Saito,Taichi Ohshiro,Tohru Nagamitsu,Masaki Ohtawa","doi":"10.1021/acs.joc.6c01907","DOIUrl":"https://doi.org/10.1021/acs.joc.6c01907","url":null,"abstract":"Lamellolactones A and B are pseudoregioisomeric natural products bearing oxidized butenolide frameworks and have attracted interest in the context of fibrodysplasia ossificans progressiva (FOP). We achieved their first total syntheses via Ni-catalyzed reductive coupling of a common alkyl iodide with α- and β-bromobutenolides. A preliminary examination of alkyl electrophiles indicated that the coupling could be applied to simple primary and secondary alkyl iodides. The route also furnished analogues for comparison of γ-substitution effects on bone morphogenetic protein (BMP)-induced alkaline phosphatase inhibition and cytotoxicity.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"88 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2026-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149218923","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
Further Insights into the Stereoselective Total Synthesis of Ageliferin via Dearomatizing Diels–Alder Cycloaddition 去芳化Diels-Alder环加成法合成agelife的进一步研究
IF 4.354 2区 化学
Journal of Organic Chemistry Pub Date : 2026-10-20 DOI: 10.1021/acs.joc.6c02174
Yudai Fujino,Ayami Amano,Taisei Matoba,Keisuke Fukaya,Daisuke Urabe
{"title":"Further Insights into the Stereoselective Total Synthesis of Ageliferin via Dearomatizing Diels–Alder Cycloaddition","authors":"Yudai Fujino,Ayami Amano,Taisei Matoba,Keisuke Fukaya,Daisuke Urabe","doi":"10.1021/acs.joc.6c02174","DOIUrl":"https://doi.org/10.1021/acs.joc.6c02174","url":null,"abstract":"We report the total synthesis of ageliferin, focusing on the preparation of substrate for the D-tartrate-tethered cycloaddition and late-stage transformations. A D-tartrate-derived tether was designed to facilitate a challenging intramolecular dearomative Diels–Alder reaction of the hymenidin-derived units. The key cycloaddition proceeded with complete diastereoselectivity to construct the highly functionalized six-membered framework bearing three contiguous stereocenters. Conversion of the cycloadduct to ageliferin required careful adjustment of the reaction sequence, including protecting-group manipulations, introduction of azido groups onto the imidazole rings, cleavage of the N–N bond, and installation of the pyrrole-2-carbonyl units.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"11 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2026-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149218921","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
Mechanism and Reactivity Drivers of the Intramolecular Dearomative Didehydro-Diels–Alder Reaction 分子内脱芳双脱氢- diols - alder反应机理及反应性驱动因素
IF 4.354 2区 化学
Journal of Organic Chemistry Pub Date : 2026-10-20 DOI: 10.1021/acs.joc.6c01547
Haleigh I. Bos,Joseph A. Winkelbauer,Ashley Bober,Xiaotian Qi,Peng Liu,Kay M. Brummond
{"title":"Mechanism and Reactivity Drivers of the Intramolecular Dearomative Didehydro-Diels–Alder Reaction","authors":"Haleigh I. Bos,Joseph A. Winkelbauer,Ashley Bober,Xiaotian Qi,Peng Liu,Kay M. Brummond","doi":"10.1021/acs.joc.6c01547","DOIUrl":"https://doi.org/10.1021/acs.joc.6c01547","url":null,"abstract":"Ring-fused heteroarenes are essential building blocks found in a wide range of compounds, including pharmaceuticals, natural products, and organic materials. While the intramolecular dearomative didehydro-Diels–Alder (IMDDDA) reaction of heteroarenes is a powerful method for the synthesis of ring-fused heteroarenes, the reaction outcome is highly sensitive to the precursor heteroarenes, tether, and alkyne. Using a combination of experimental reaction kinetics, DFT calculations, and data science tools, we transformed this complex challenge into a clear understanding of precursor reactivity. Our analysis revealed a comprehensive reactivity picture by examining key steric and electronic factors of the precursor, including aromaticity, diene conformation, and HOMO–LUMO gap energies. We developed a two-variable multivariate linear regression model using forward stepwise selection, which highlights the critical role of vibrational frequencies and heteroarene type in predicting these complex reactivity trends.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"163 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2026-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149218926","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
Continuous-Flow Photochemical Nitrile Imine Cycloadditions with Cyclopropenes: Access to Substituted Pyrazoles 连续流动光化学腈亚胺环加环与环丙烯：获得取代吡唑
IF 4.354 2区 化学
Journal of Organic Chemistry Pub Date : 2026-10-20 DOI: 10.1021/acs.joc.6c01811
Beatriz Quevedo-Flores,Ángel Manu Martínez,Christopher Thomas,Jorge García-Lacuna,Marcus Baumann
{"title":"Continuous-Flow Photochemical Nitrile Imine Cycloadditions with Cyclopropenes: Access to Substituted Pyrazoles","authors":"Beatriz Quevedo-Flores,Ángel Manu Martínez,Christopher Thomas,Jorge García-Lacuna,Marcus Baumann","doi":"10.1021/acs.joc.6c01811","DOIUrl":"https://doi.org/10.1021/acs.joc.6c01811","url":null,"abstract":"Herein, we report a general continuous-flow photochemical protocol for the synthesis of highly substituted pyrazoles through the reaction of tetrazoles with cyclopropenes. The methodology combines monochromatic 308 nm UV-B LED irradiation with continuous-flow processing, providing short residence times, operational simplicity, and gram-scale preparation under safe reaction conditions. A broad range of tetrazoles and cyclopropenes were successfully converted into the corresponding pyrazoles, while selected aryl-substituted cyclopropenes afforded isolable bicyclic cycloadducts. The spontaneous conversion of one of these intermediates into the corresponding pyrazole provides experimental support for the proposed cycloaddition/ring opening sequence. Overall, this work extends the synthetic utility of tetrazole-derived nitrile imines and establishes cyclopropenes as versatile dipolarophiles for the preparation of substituted pyrazoles.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"497 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2026-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149218927","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
Ortho N–H-Directed Divergent Post-Ugi Cascade Cyclization: Additive-Controlled Selective Access to Fused Indazoles and 2,5-Dihydrofurans 邻氮氢定向分散后ugi级联环化：添加剂控制的选择性获得融合茚唑和2,5-二氢呋喃
IF 4.354 2区 化学
Journal of Organic Chemistry Pub Date : 2026-10-20 DOI: 10.1021/acs.joc.6c01709
Nong-Qi Mao,Hai-Feng Yu,Jun-Zhi Chen,Mei-Ning Han,Yi-Fei Lin,Jun Xiong,Zhi-Gang Zeng
{"title":"Ortho N–H-Directed Divergent Post-Ugi Cascade Cyclization: Additive-Controlled Selective Access to Fused Indazoles and 2,5-Dihydrofurans","authors":"Nong-Qi Mao,Hai-Feng Yu,Jun-Zhi Chen,Mei-Ning Han,Yi-Fei Lin,Jun Xiong,Zhi-Gang Zeng","doi":"10.1021/acs.joc.6c01709","DOIUrl":"https://doi.org/10.1021/acs.joc.6c01709","url":null,"abstract":"A facile one-pot sequential Ugi/tunable cascade cyclization of indazole-3-carboxylic acid, amines, enynals, and isocyanides has been developed for the divergent construction of two distinct pharmaceutically relevant heterocyclic frameworks: fused polycyclic indazoles and 2,5-dihydrofurans. The ortho N–H moiety of indazole serves as an indispensable neighboring group switch, regulating two independent cyclization pathways. Under metal-free DBU-mediated conditions, intramolecular Michael addition followed by 5-exo-dig cyclization occurs, leading to the formation of dual C–N bonds and the generation of fused indazole polycycles. In contrast, cooperative AgNO3/K2CO3 catalysis triggers a silver-activated alkyne cyclization/ring-opening cascade, selectively forming C–O bonds to afford 2,5-dihydrofuran derivatives. This transformation is characterized by simple additive-switchable selectivity, broad functional group compatibility, gram-scale synthetic practicability, and the simultaneous access to two classes of pharmaceutically relevant heterocycles from identical four-component starting materials.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"28 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2026-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149218920","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
Acid-Mediated [3 + 3] or [3 + 2 + 1] Cyclization between Enaminones and 6-Aminouracils to Access 2-Substituted Pyridine Derivatives or 3-Acyl-Substituted Pyrido[2,3-d]pyrimidine-2,4-diones 酸介导的胺酮和6-氨基嘧啶之间的[3 + 3]或[3 + 2 + 1]环化以获得2-取代吡啶衍生物或3-酰基取代吡啶[2,3-d]嘧啶-2,4-二酮
IF 4.354 2区 化学
Journal of Organic Chemistry Pub Date : 2026-10-20 DOI: 10.1021/acs.joc.6c01981
Wenhui Xie,Hui Liang,Zhiyong Zhu,Changyuan Zhang,Leiqing Fu,Jie-Ping Wan
{"title":"Acid-Mediated [3 + 3] or [3 + 2 + 1] Cyclization between Enaminones and 6-Aminouracils to Access 2-Substituted Pyridine Derivatives or 3-Acyl-Substituted Pyrido[2,3-d]pyrimidine-2,4-diones","authors":"Wenhui Xie,Hui Liang,Zhiyong Zhu,Changyuan Zhang,Leiqing Fu,Jie-Ping Wan","doi":"10.1021/acs.joc.6c01981","DOIUrl":"https://doi.org/10.1021/acs.joc.6c01981","url":null,"abstract":"The acid-mediated cyclization reactions of enaminones with6-aminouracils are developed. At room temperature, 2-substituted pyridinederivatives are obtained in 59–75% yields via [3 + 3] cyclization mediated bythe mixed acids FeCl3 and H2C2O4 in equimolar amounts. In addition, thereaction takes place by using FeCl3 and TBHP via a [3 + 2 + 1] cyclization tosynthesize 3-acyl-substituted pyrido[2,3-d]pyrimidine-2,4-diones. Thisprotocol showcases the unique dual reactivity of enaminones, which act notonly as reaction partners but also as one-carbon (C1) building blocks via C–C bond cleavage and C═C bond cleavage. Thismethod features easily accessible starting materials, mild divergent reaction conditions, and high synthetic efficiency. Based oncontrol experiments and previous reports, we have also proposed a plausible mechanism for this reaction.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"94 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2026-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149218917","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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