Zhensheng Lin , Ying Cai , Junwei Ye , Kaifeng Chen , Jieni Zheng , Linxin Zhou , Zhi Zhou , Wei Yi
A variety of fluorinated 2H‐chromenes and dihydroquinolines was synthesized by virtue of gem‐difluoromethylene allenes as versatile coupling partners to participate in the transition metal‐catalysed cascade C−H activation/[5+1] annulation of 2‐alkenylphenols/anilines. This protocol features specific chemo‐/regioselectivity, redox‐neutral manner and good compatibility, providing a straightforward synthetic route to intriguing motifs with the equipment of attractive fluoroalkenyl moiety. The distinctive gem‐difluorine effect induced an unexpected protonolysis of σ carbon‐metal bond, thus accounting for the observed selectivity via sequential C−H activation/allene insertion/protonolysis/cyclization/β‐F elimination process.
{"title":"Chemo‐/Regioselective [5+1] Annulation with gem‐Difluoromethylene Allenes for the Assembly of Fluorinated 2H‐Chromenes and Dihydroquinolines","authors":"Zhensheng Lin , Ying Cai , Junwei Ye , Kaifeng Chen , Jieni Zheng , Linxin Zhou , Zhi Zhou , Wei Yi","doi":"10.1002/adsc.202401110","DOIUrl":"10.1002/adsc.202401110","url":null,"abstract":"<div><div>A variety of fluorinated 2<em>H</em>‐chromenes and dihydroquinolines was synthesized by virtue of <em>gem</em>‐difluoromethylene allenes as versatile coupling partners to participate in the transition metal‐catalysed cascade C−H activation/[5+1] annulation of 2‐alkenylphenols/anilines. This protocol features specific chemo‐/regioselectivity, redox‐neutral manner and good compatibility, providing a straightforward synthetic route to intriguing motifs with the equipment of attractive fluoroalkenyl moiety. The distinctive <em>gem</em>‐difluorine effect induced an unexpected protonolysis of σ carbon‐metal bond, thus accounting for the observed selectivity via sequential C−H activation/allene insertion/protonolysis/cyclization/β‐F elimination process.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401110"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142763628","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}
A regioselective cobalt‐catalyzed protoboration of alkynes has been developed, utilizing diboron as the borylation source for the efficient synthesis of alkenylborates. The reaction proceeds via cobalt‐boryl intermediates, diverging from conventional Co−H chemistry. By fine‐tuning the phosphine ligand side chains, we achieved excellent reactivity and regioselectivity across a wide range of internal and terminal alkynes. This Co‐catalyzed method offers significant advantages in terms of both efficiency and environmental impact, making it an attractive approach for the synthesis of complex organic molecules.
{"title":"Regioselective Cobalt‐Catalyzed Protoboration of Alkynes","authors":"Ho Seong Hwang , Eun Jin Cho","doi":"10.1002/adsc.202401334","DOIUrl":"10.1002/adsc.202401334","url":null,"abstract":"<div><div>A regioselective cobalt‐catalyzed protoboration of alkynes has been developed, utilizing diboron as the borylation source for the efficient synthesis of alkenylborates. The reaction proceeds via cobalt‐boryl intermediates, diverging from conventional Co−H chemistry. By fine‐tuning the phosphine ligand side chains, we achieved excellent reactivity and regioselectivity across a wide range of internal and terminal alkynes. This Co‐catalyzed method offers significant advantages in terms of both efficiency and environmental impact, making it an attractive approach for the synthesis of complex organic molecules.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401334"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142782814","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}
Cyclobutenones constitute an appealing class of substrates in catalytic asymmetric transformations leading to diversely substituted enantioenriched four‐membered carbocycles, which are eliciting a growing interest in medicinal chemistry. Whilst several synthetically useful enantioselective conjugate addition reactions have been reported, the catalytic enantioselective reduction of the carbonyl group of simple cyclobutenones remains an elusive transformation. Herein, we disclose the discovery of a novel allylic reduction‐asymmetric transfer hydrogenation cascade, catalyzed by a Noyori‐Ikariya ruthenium complex, from readily available gem‐dichlorocyclobutenones, leading to 2‐chlorocyclobutenols with high optical purities, which can be engaged in postfunctionalization reactions enabling access to substituted four‐membered rings.
{"title":"From gem‐Dichlorocyclobutenones to Cyclobutenols: Unveiling a Ruthenium‐Catalyzed Allylic Reduction‐Asymmetric Transfer Hydrogenation Cascade","authors":"Olivier Charron , Marharyta Kosiuha , Virginie Ratovelomanana‐Vidal , Phannarath Phansavath , Geoffrey Gontard , Christophe Meyer","doi":"10.1002/adsc.202401406","DOIUrl":"10.1002/adsc.202401406","url":null,"abstract":"<div><div>Cyclobutenones constitute an appealing class of substrates in catalytic asymmetric transformations leading to diversely substituted enantioenriched four‐membered carbocycles, which are eliciting a growing interest in medicinal chemistry. Whilst several synthetically useful enantioselective conjugate addition reactions have been reported, the catalytic enantioselective reduction of the carbonyl group of simple cyclobutenones remains an elusive transformation. Herein, we disclose the discovery of a novel allylic reduction‐asymmetric transfer hydrogenation cascade, catalyzed by a Noyori‐Ikariya ruthenium complex, from readily available <em>gem</em>‐dichlorocyclobutenones, leading to 2‐chlorocyclobutenols with high optical purities, which can be engaged in postfunctionalization reactions enabling access to substituted four‐membered rings.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401406"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.202401406","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142735823","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Delin Tang , Fang Zhang , Jinyun Luo , Zhihua Cai , Lin He , Guangfen Du
The cyclization reaction and hydrosulfonylation reaction of ynones have been simultaneously realized through a single operation. Under the mediation of cesium carbonate, different S‐(α‐hydroxyaryl) aryl thiosulfonates reacted with various ynones to produce functionalized vinyl sulfones in 37%–83% yields with E‐selectivity. At the same time, a variety of benzoxathiins were formed in 42%–97% yields.
{"title":"Synthesis of Vinyl Sulfones and Benzoxathiins via Base‐Catalyzed Reactions of o‐Hydroxyaryl Thiosulfonates and Ynones","authors":"Delin Tang , Fang Zhang , Jinyun Luo , Zhihua Cai , Lin He , Guangfen Du","doi":"10.1002/adsc.202400456","DOIUrl":"10.1002/adsc.202400456","url":null,"abstract":"<div><div>The cyclization reaction and hydrosulfonylation reaction of ynones have been simultaneously realized through a single operation. Under the mediation of cesium carbonate, different <em>S</em>‐(<em>α</em>‐hydroxyaryl) aryl thiosulfonates reacted with various ynones to produce functionalized vinyl sulfones in 37%–83% yields with <em>E</em>‐selectivity. At the same time, a variety of benzoxathiins were formed in 42%–97% yields.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202400456"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142374469","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}
We have developed a synthesis for tetrahydro‐β‐carbolines involving cascade sigmatropic rearrangements. The substrates were conveniently prepared from parent anilines via a [2,3]‐sigmatropic rearrangement and cyanomethylation. Silver‐mediated decyanation afforded the corresponding iminium cation, which underwent a cascade consisting of an aza‐Cope rearrangement, an aza‐oxa‐Cope rearrangement, an aromatization, and a Pictet‐Spengler reaction, and tetrahydro‐β‐carbolines were obtained as the single product. The reaction involved seven bond scissions and four bond formations and was triggered by a single reagent.
{"title":"Synthesis of Tetrahydro‐β‐carbolines via Cascade Sigmatropic Rearrangements","authors":"Daiki Oka , Tomomi Ohtsuka , Ken‐ichi Takao , Akihiro Ogura","doi":"10.1002/adsc.202401189","DOIUrl":"10.1002/adsc.202401189","url":null,"abstract":"<div><div>We have developed a synthesis for tetrahydro‐β‐carbolines involving cascade sigmatropic rearrangements. The substrates were conveniently prepared from parent anilines via a [2,3]‐sigmatropic rearrangement and cyanomethylation. Silver‐mediated decyanation afforded the corresponding iminium cation, which underwent a cascade consisting of an aza‐Cope rearrangement, an aza‐oxa‐Cope rearrangement, an aromatization, and a Pictet‐Spengler reaction, and tetrahydro‐β‐carbolines were obtained as the single product. The reaction involved seven bond scissions and four bond formations and was triggered by a single reagent.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401189"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.202401189","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142609892","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Lin Feng , Haiyan Li , Lei Huang , Jiaxin Yao , Wengui Duan , Lin Yu
A step‐economic method for C2‐arylated azoles via Pd‐catalyzed denitrative arylation of nitroarenes and azoles is reported. This protocol employs synthetically upstream nitroarenes as arylating reagents and proceeds through the selective cleavage of the C−NO2 and C−H bonds. Various nitroarenes and nitroheteroarenes were coupled with oxazoles, benzoxazoles, and methylbenzimidazoles, achieving yields of up to 95%. The method's utility is exemplified by its application in the synthesis of Flunoxaprofen. This strategy reduces synthetic steps and minimizes pollution, offering substantial cost‐effectiveness and environmental benefits. Furthermore, the relatively inert C−NO2 bond in nitroarenes enables late‐stage functionalization or stepwise coupling reactions, providing a complementary method for C2‐arylation of azoles.
{"title":"Pd‐Catalyzed Denitrative C2‐Arylation of Oxazoles, Benzoxazoles, and Benzimidazoles with Nitroarenes","authors":"Lin Feng , Haiyan Li , Lei Huang , Jiaxin Yao , Wengui Duan , Lin Yu","doi":"10.1002/adsc.202401332","DOIUrl":"10.1002/adsc.202401332","url":null,"abstract":"<div><div>A step‐economic method for C2‐arylated azoles via Pd‐catalyzed denitrative arylation of nitroarenes and azoles is reported. This protocol employs synthetically upstream nitroarenes as arylating reagents and proceeds through the selective cleavage of the C−NO<sub>2</sub> and C−H bonds. Various nitroarenes and nitroheteroarenes were coupled with oxazoles, benzoxazoles, and methylbenzimidazoles, achieving yields of up to 95%. The method's utility is exemplified by its application in the synthesis of Flunoxaprofen. This strategy reduces synthetic steps and minimizes pollution, offering substantial cost‐effectiveness and environmental benefits. Furthermore, the relatively inert C−NO<sub>2</sub> bond in nitroarenes enables late‐stage functionalization or stepwise coupling reactions, providing a complementary method for C2‐arylation of azoles.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401332"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142753420","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}
Yu‐Di Liu , Yu‐Heng Shao , Zhao‐Lin He , Gang Wang
A metal‐free base‐promoted [4+3] cycloaddition reaction of N‐thioacyl imines in situ generated from α‐amido sulfones with α‐chlorohydroxamates is described. The reaction allows the straightforward synthesis of 1,3,5‐thiadiazepin‐6(7H)‐one derivatives in 44~90% yields. Moreover, a gram‐scale reaction and a product transformation were conducted, which further increased the diversity of products.
{"title":"Base‐Promoted [4+3] Cycloadditions of N‐Thioacylimines with α‐Chlorohydroxamates: Construction of 1,3,5‐Thiadiazepin‐6(7H)‐One Derivatives","authors":"Yu‐Di Liu , Yu‐Heng Shao , Zhao‐Lin He , Gang Wang","doi":"10.1002/adsc.202401193","DOIUrl":"10.1002/adsc.202401193","url":null,"abstract":"<div><div>A metal‐free base‐promoted [4+3] cycloaddition reaction of <em>N</em>‐thioacyl imines in situ generated from α‐amido sulfones with α‐chlorohydroxamates is described. The reaction allows the straightforward synthesis of 1,3,5‐thiadiazepin‐6(7<em>H</em>)‐one derivatives in 44~90% yields. Moreover, a gram‐scale reaction and a product transformation were conducted, which further increased the diversity of products.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401193"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142753428","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}
Zhihua Wang , Wang‐Fu Liang , Xinglei He , Jingheng Li , Ke‐Yin Ye
Herein, we reported the straightforward synthesis of thiomethylnaphthalenes via the reaction of propargyl alcohols with dimethyl sulfoxide/thionyl chloride (DMSO/SOCl2), which also provided easy access to deuterated thiomethyl and other thioalkyl scaffolds when deuterated dimethyl sulfoxide and dialkyl sulfoxides were used, respectively. In addition, the thiomethyl group can be readily derivatized to the corresponding sulfoxide, sulfone, and sulfoximine of interesting photophysical properties.
{"title":"DMSO/SOCl2‐Mediated Synthesis of Thiomethylnaphthalenes from Propargyl Alcohols","authors":"Zhihua Wang , Wang‐Fu Liang , Xinglei He , Jingheng Li , Ke‐Yin Ye","doi":"10.1002/adsc.202401025","DOIUrl":"10.1002/adsc.202401025","url":null,"abstract":"<div><div>Herein, we reported the straightforward synthesis of thiomethylnaphthalenes <em>via</em> the reaction of propargyl alcohols with dimethyl sulfoxide/thionyl chloride (DMSO/SOCl<sub>2</sub>), which also provided easy access to deuterated thiomethyl and other thioalkyl scaffolds when deuterated dimethyl sulfoxide and dialkyl sulfoxides were used, respectively. In addition, the thiomethyl group can be readily derivatized to the corresponding sulfoxide, sulfone, and sulfoximine of interesting photophysical properties.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401025"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142385450","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}
Guanghui Lv , Pingping Ruan , Hui Sun , Yafei Zhu , Mi Wang , Cuimei Zhang , Jian Chen , Li Guo , Yong Wu
Chiral C‐Glycosyl amino acids are prevalent structural motifs found in pharmaceuticals and natural products, making them a significant dimension for exploration in modern pharmaceutical and medicinal chemistry. However, the current synthesis methods for these compounds face numerous environmental and practical challenges, highlighting the critical need to establish more sustainable approaches. Herein, we report a simple and powerful strategy for the stereoselective synthesis of C‐glycoamino acids derivatives. This method features the design and use of (−)/(+)‐camphorsultam as an ideal chiral auxiliary, shielding one prochiral face of the glycine α‐carbon efficiently and imposing a high kinetic barrier for the epimerization of thus‐generated chiral α‐carbon that two configuration products of R and S could be achieved independently. It proceeds under mild conditions, shows broad scope, and allows for the direct stereoselective glycosylation without metal and chiral ligand.
手性 C-糖基氨基酸是药物和天然产物中普遍存在的结构基团，使其成为现代药物和医药化学探索的一个重要方面。然而，目前合成这些化合物的方法面临着许多环境和实际挑战，因此迫切需要建立更可持续的方法。在此，我们报告了一种简单而强大的立体选择性合成 C-甘氨酸的策略。该方法的特点是设计并使用 (-)/(+)- 樟脑磺胺作为理想的手性助剂，有效地屏蔽了甘氨酸 α 碳的一个亲手性面，并对由此生成的手性 α 碳的外嵌化施加了很高的动力学障碍，使 R 和 S 两种构型产物可以独立实现。该方法在温和的条件下进行，具有广阔的应用范围，可以在不使用金属和手性配体的情况下直接进行立体选择性糖基化。
{"title":"Visible‐Light‐Induced Stereoselective C(sp3)−C(sp3)−H Glycosylation for the Synthesis of C‐Glycoamino Acid Derivatives","authors":"Guanghui Lv , Pingping Ruan , Hui Sun , Yafei Zhu , Mi Wang , Cuimei Zhang , Jian Chen , Li Guo , Yong Wu","doi":"10.1002/adsc.202400875","DOIUrl":"10.1002/adsc.202400875","url":null,"abstract":"<div><div>Chiral C‐Glycosyl amino acids are prevalent structural motifs found in pharmaceuticals and natural products, making them a significant dimension for exploration in modern pharmaceutical and medicinal chemistry. However, the current synthesis methods for these compounds face numerous environmental and practical challenges, highlighting the critical need to establish more sustainable approaches. Herein, we report a simple and powerful strategy for the stereoselective synthesis of C‐glycoamino acids derivatives. This method features the design and use of (−)/(+)‐camphorsultam as an ideal chiral auxiliary, shielding one prochiral face of the glycine α‐carbon efficiently and imposing a high kinetic barrier for the epimerization of thus‐generated chiral α‐carbon that two configuration products of R and S could be achieved independently. It proceeds under mild conditions, shows broad scope, and allows for the direct stereoselective glycosylation without metal and chiral ligand.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202400875"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142317227","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}
Herein, we report the photocatalytic synthesis of 3‐silyl coumarins using hydrosilanes as the silyl radical source with aryl alkynoates. Readily prepared N‐aminopyridinium salts act as hydrogen atom transfer reagents for generating silyl radicals under photoredox catalysis. The reaction proceeds through a silyl radical addition to alkyne followed by radical cascade cyclization/migration with subsequent oxidation and aromatization to give the desired 3‐silyl coumarins in 34–89% yield.
{"title":"Photocatalytic Silylation of Aryl Alkynoates: Synthesis of Silylated Coumarins","authors":"Ravikumar Ladumor , Sourav Samanta , Sermadurai Selvakumar","doi":"10.1002/adsc.202401007","DOIUrl":"10.1002/adsc.202401007","url":null,"abstract":"<div><div>Herein, we report the photocatalytic synthesis of 3‐silyl coumarins using hydrosilanes as the silyl radical source with aryl alkynoates. Readily prepared <em>N</em>‐aminopyridinium salts act as hydrogen atom transfer reagents for generating silyl radicals under photoredox catalysis. The reaction proceeds through a silyl radical addition to alkyne followed by radical cascade cyclization/migration with subsequent oxidation and aromatization to give the desired 3‐silyl coumarins in 34–89% yield.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 3","pages":"Article e202401007"},"PeriodicalIF":4.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142374472","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}
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