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Regio- and diastereoselective synthesis of indeno-quinoxaline-thiazolidine-2-thione and bis-indeno-quinoxaline-dicarbamodithioate derivatives, along with an investigation of their photoluminescent properties and potential applications 区域选择性和非对映选择性合成吲哚喹啉-噻唑烷-2-硫酮和双吲哚喹啉-二氨基二硫酸衍生物，并研究其光致发光性质和潜在应用
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-05-12 DOI: 10.1016/j.tet.2025.134708
Leila Kavoosi, Bagher Aghamiri, F. Matloubi Moghaddam
{"title":"Regio- and diastereoselective synthesis of indeno-quinoxaline-thiazolidine-2-thione and bis-indeno-quinoxaline-dicarbamodithioate derivatives, along with an investigation of their photoluminescent properties and potential applications","authors":"Leila Kavoosi,&nbsp;Bagher Aghamiri,&nbsp;F. Matloubi Moghaddam","doi":"10.1016/j.tet.2025.134708","DOIUrl":"10.1016/j.tet.2025.134708","url":null,"abstract":"<div><div>This study presents a regio- and diastereoselective method for synthesizing indeno-quinoxaline-thiazolidine-2-thione and bis-indeno-quinoxaline-dicarbamodithioate hybrids. The target compounds are synthesized via a one-pot reaction of carbon disulfide, various amines, and 2-(11<em>H</em>-indeno [1,2-<em>b</em>]quinoxalin-11-ylidene)-1-phenylethan-1-one derivatives. The reaction proceeds under mild conditions, affording the products in high yields with high selectivity. The protocol is operationally simple and has been demonstrated on a gram scale, indicating its suitability for large-scale synthesis and compound library generation. Additionally, the synthesized hybrids exhibit photoluminescent properties, which may be of interest for further interdisciplinary investigation.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"183 ","pages":"Article 134708"},"PeriodicalIF":2.1,"publicationDate":"2025-05-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143947006","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Catalytic enantioselective synthesis of α-allyl-α-aryl 1-indanones via palladium-catalysed decarboxylative asymmetric allylic alkylation 钯催化脱羧不对称烯丙基烷基化催化α-烯丙基-α-芳基1-吲哚酮的对映选择性合成
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-05-11 DOI: 10.1016/j.tet.2025.134713
Cian Kingston, Fiach B. Meany, Yannick Ortin, Patrick J. Guiry
{"title":"Catalytic enantioselective synthesis of α-allyl-α-aryl 1-indanones via palladium-catalysed decarboxylative asymmetric allylic alkylation","authors":"Cian Kingston,&nbsp;Fiach B. Meany,&nbsp;Yannick Ortin,&nbsp;Patrick J. Guiry","doi":"10.1016/j.tet.2025.134713","DOIUrl":"10.1016/j.tet.2025.134713","url":null,"abstract":"<div><div>Herein, we describe an efficient catalytic enantioselective synthesis of a variety of α-allyl-α-aryl 1-indanones. All carbon quaternary stereocentres bearing a variety of substituted aryl groups were accessed in moderate to excellent yields up to 94 %. The enantioselectivities of the products were heavily dependent on the stereoelectronic properties of the aryl group and substitution of the indanone moiety. Excellent <em>ee</em>s of up to 97 % were obtained with the sterically hindered di-<em>ortho</em> substituted arenes. In an attempt to explain the selectivities obtained, the role of the aryl moiety in the transition state was investigated using variable temperature NMR spectroscopy. The results led to further development of our current stereochemical rationale for the allylation of α-aryl containing substrates.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"183 ","pages":"Article 134713"},"PeriodicalIF":2.1,"publicationDate":"2025-05-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143936667","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Design, synthesis, in silico ADME, toxicity prediction, molecular docking studies of 1,2,4-oxadiazole incorporated indolizine-thiadiazole derivatives and their biological evaluation as anticancer agents 1,2,4-恶二唑结合吲哚嗪-噻二唑衍生物的设计、合成、硅ADME、毒性预测、分子对接研究及其抗癌生物学评价
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-05-10 DOI: 10.1016/j.tet.2025.134709
Swarupa Ketha , Sudhakar Chithaluri , Shashikala Kethireddy , Laxminarayana Eppakayala , Yahya I. Asiri
{"title":"Design, synthesis, in silico ADME, toxicity prediction, molecular docking studies of 1,2,4-oxadiazole incorporated indolizine-thiadiazole derivatives and their biological evaluation as anticancer agents","authors":"Swarupa Ketha ,&nbsp;Sudhakar Chithaluri ,&nbsp;Shashikala Kethireddy ,&nbsp;Laxminarayana Eppakayala ,&nbsp;Yahya I. Asiri","doi":"10.1016/j.tet.2025.134709","DOIUrl":"10.1016/j.tet.2025.134709","url":null,"abstract":"<div><div>A new library of 1,2,4-oxadiazole incorporated indolizine-thiadiazole derivatives (<strong>14a-j)</strong> have been developed and their structures were characterized by <sup>1</sup>HNMR, <sup>13</sup>CNMR and mass spectral data. Further, all compounds were screened for their preliminary anticancer applications towards four human cancer cell lines such as A549 (lung cancer), MCF-7 (breast cancer), Colo-205 (Colon cancer) &amp; A2780 (Ovarian cancer) by using MTT assay, and the well-known chemotherapeutic agent etoposide was used as positive control. The tested compounds showed remarkable anticancer effects on four above mentioned cell lines, ranging from 0.13 ± 0.067 μM to 6.63 ± 2.77 μM, as well as positive control showed values ranges from 0.13 ± 0.017 μM to 3.08 ± 0.135 μM, respectively. Among all the six derivatives <strong>14a, 14b, 14c, 14d, 14i</strong> and <strong>14j</strong> demonstrated strong anticancer activity. Particularly, one compound <strong>14a</strong> displayed prominent activity.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"183 ","pages":"Article 134709"},"PeriodicalIF":2.1,"publicationDate":"2025-05-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143947007","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Stereodivergent synthesis of cytotoxic pseudodistomin-like analogues from d-erythrofuranose
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-05-10 DOI: 10.1016/j.tet.2025.134710
Martin Fábian , Andrej Kráľovský , Miroslava Martinková , Martina Bago Pilátová , Juraj Kuchár , Miroslava Litecká , Dávid Jáger
{"title":"Stereodivergent synthesis of cytotoxic pseudodistomin-like analogues from d-erythrofuranose","authors":"Martin Fábian ,&nbsp;Andrej Kráľovský ,&nbsp;Miroslava Martinková ,&nbsp;Martina Bago Pilátová ,&nbsp;Juraj Kuchár ,&nbsp;Miroslava Litecká ,&nbsp;Dávid Jáger","doi":"10.1016/j.tet.2025.134710","DOIUrl":"10.1016/j.tet.2025.134710","url":null,"abstract":"<div><div>A simple stereodivergent route from <span>d</span>-erythrofuranose to pseudodistomin-based analogues was accomplished. The developed approach took advantage of both stereocentres of the starting material; an additional stereogenic centre was installed using an Overman rearrangement, and the extra carbon atoms present in the final <em>C</em>-alkyl piperidine-diols were successively installed via two Wittig olefinations and an olefin cross-metathesis reaction. The required 6-membered ring was formed by means of an alkylative cyclisation after activation of the primary alcohol functionality. The target molecules were screened <em>in vitro</em> for antiproliferative activity on a series of human malignant cell lines by MTT assay. Both prepared analogues exhibited similar behaviour in their capacity to alter the viability of the tested cells.</div><div>The synthetic strategy to these modified pseudodistomins has the potential to be extended to their enantiomeric congeners by simply substituting the starting material with <span>l</span>-erythrofuranose as the suitable chiron.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"183 ","pages":"Article 134710"},"PeriodicalIF":2.1,"publicationDate":"2025-05-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143941888","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Site-selective alcoholysis of oligopeptides through N-alkylation of a secondary amide unit by cooperative catalysis 通过协同催化的仲酰胺单元n -烷基化对寡肽的选择性醇解
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-05-09 DOI: 10.1016/j.tet.2025.134685
Yuankai Wang , Cunyuan Zhao , Masayuki Wasa
{"title":"Site-selective alcoholysis of oligopeptides through N-alkylation of a secondary amide unit by cooperative catalysis","authors":"Yuankai Wang ,&nbsp;Cunyuan Zhao ,&nbsp;Masayuki Wasa","doi":"10.1016/j.tet.2025.134685","DOIUrl":"10.1016/j.tet.2025.134685","url":null,"abstract":"<div><div>We disclose a one-pot two-step protocol for site-selective cleavage of C–N bonds within oligopeptides. We demonstrate that by exploiting the cooperative functions of Sc(OTf)<sub>3</sub> and Barton's base, N-alkylation of the oligopeptide's specific secondary amide unit can be achieved. The resulting tertiary amide is “twisted” due to steric factors; its C–N bond is weakened by the disruption of amide resonance. Thus, when the oligopeptide derivative is subjected to Brønsted acid-mediated alcoholysis, only the <em>N</em>-alkylated residue undergoes C–N bond cleavage to afford an ester and an amine, while its secondary amides remain intact. Investigations aimed at elucidating the factors that influence the observed site-selectivity are described.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"183 ","pages":"Article 134685"},"PeriodicalIF":2.1,"publicationDate":"2025-05-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144116394","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Phosphine-catalyzed [3 + 2]-annulation of Morita–Baylis–Hillman carbonates with benzofuran-derived azadienes: Synthesis of spiro-cyclopentane benzofurans 苯并呋喃衍生氮杂烯催化森田-贝利斯-希尔曼碳酸盐的[3 + 2]环环化：螺环戊烷苯并呋喃的合成
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-05-09 DOI: 10.1016/j.tet.2025.134703
Wanxing Liu , Yandong Lv , Xiuzheng Liu , Menghui Guo , Rui Yan , Lingang Wu , Lei Xie , Zhaoxue Wang
{"title":"Phosphine-catalyzed [3 + 2]-annulation of Morita–Baylis–Hillman carbonates with benzofuran-derived azadienes: Synthesis of spiro-cyclopentane benzofurans","authors":"Wanxing Liu ,&nbsp;Yandong Lv ,&nbsp;Xiuzheng Liu ,&nbsp;Menghui Guo ,&nbsp;Rui Yan ,&nbsp;Lingang Wu ,&nbsp;Lei Xie ,&nbsp;Zhaoxue Wang","doi":"10.1016/j.tet.2025.134703","DOIUrl":"10.1016/j.tet.2025.134703","url":null,"abstract":"<div><div>Herein, a phosphine-catalyzed [3 + 2] cycloaddition of Morita–Baylis–Hillman carbonates and benzofuran-derived azadienes has been achieved. A wide range of functionalized spiro-cyclopentane benzofurans were obtained in moderate to great yields (36–65 % yields) with moderate to excellent diastereoselectivities (3.6:1-&gt;20:1 drs). The protocol is characterized by easy operation, and broad functional group tolerance. Furthermore, the versatility of this methodology was further demonstrated through gram-scale synthesis and a synthetic transformation of the resulting product.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"182 ","pages":"Article 134703"},"PeriodicalIF":2.1,"publicationDate":"2025-05-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143928321","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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 recyclable g-C3N4 catalyzed C–H/N–H cross-dehydrogenative coupling amination of Quinoxalin-2(1H)-ones 可见光诱导可回收g-C3N4催化喹啉-2(1H)-酮的C-H / N-H交叉脱氢偶联胺化反应
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-05-08 DOI: 10.1016/j.tet.2025.134707
Zongjie Ma, Linzhao Li, Gaoli Chen, Cong Li, Taiping Gao
{"title":"Visible light-induced recyclable g-C3N4 catalyzed C–H/N–H cross-dehydrogenative coupling amination of Quinoxalin-2(1H)-ones","authors":"Zongjie Ma,&nbsp;Linzhao Li,&nbsp;Gaoli Chen,&nbsp;Cong Li,&nbsp;Taiping Gao","doi":"10.1016/j.tet.2025.134707","DOIUrl":"10.1016/j.tet.2025.134707","url":null,"abstract":"<div><div>The development of efficient and sustainable methods for constructing carbon-nitrogen (C–N) bonds is of great importance in organic synthesis, particularly for the preparation of nitrogen-containing compounds with pharmaceutical relevance. Herein, a novel photocatalytic strategy utilizing sustainable graphitic carbon nitride (g-C<sub>3</sub>N<sub>4</sub>) for the cross-dehydrogenative coupling (CDC) amination of quinoxalin-2(1<em>H</em>)-ones under visible light and mild conditions is described. Utilizing g-C<sub>3</sub>N<sub>4</sub> as a heterogeneous photocatalyst, a wide range of 3-aminoquinoxalin-2(1<em>H</em>)-one derivatives were synthesized in moderate to good yields (up to 89 %). The catalyst demonstrated remarkable stability and recyclability, maintaining its photocatalytic activity after five catalytic cycles. Mechanistic investigations indicated that the reaction follows a radical pathway. This method offers a green, sustainable alternative to metal-catalyzed CDC amination, with easy catalyst recovery showcasing g-C<sub>3</sub>N<sub>4</sub>'s potential as an eco-friendly photocatalyst.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"182 ","pages":"Article 134707"},"PeriodicalIF":2.1,"publicationDate":"2025-05-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143928320","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
HI-catalyzed intermolecular hydroarylation of alkenyl alcohols with indole nucleophiles to access C3-benzylated indole derivatives hi催化烯醇与吲哚亲核试剂的分子间氢化芳基化反应以获得c3 -苄基化的吲哚衍生物
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-05-08 DOI: 10.1016/j.tet.2025.134699
Bo-Yuan Zhang , Cui Yang , Xiao-Long Yuan , Sheng-Yang Xu , Luo-Xu Liang , Zi-Ya Huang , Jian-Yun Mei , Yun Zhang , Xue-Qing Mou , Yong-Zheng Chen
{"title":"HI-catalyzed intermolecular hydroarylation of alkenyl alcohols with indole nucleophiles to access C3-benzylated indole derivatives","authors":"Bo-Yuan Zhang ,&nbsp;Cui Yang ,&nbsp;Xiao-Long Yuan ,&nbsp;Sheng-Yang Xu ,&nbsp;Luo-Xu Liang ,&nbsp;Zi-Ya Huang ,&nbsp;Jian-Yun Mei ,&nbsp;Yun Zhang ,&nbsp;Xue-Qing Mou ,&nbsp;Yong-Zheng Chen","doi":"10.1016/j.tet.2025.134699","DOIUrl":"10.1016/j.tet.2025.134699","url":null,"abstract":"<div><div>A HI-promoted intermolecular hydroarylation of alkenyl alcohols was described. Utilizing a catalytic amount of hydroiodic acid (57 wt % in H<sub>2</sub>O), a variety of electron-rich alkenyl alcohols, including 4-arylbut-3-en-1-ols, 4-arylpent-4-en-1-ols, 5-arylhex-5-en-1-ols, and 5-arylpent-4-en-1-ols, efficiently reacted with indole nucleophiles at room temperature to afford C3-benzylated indole derivatives in moderate to good yields. Mechanism experiments suggest that both the direct alkene hydroarylation and a cyclization/nucleophilic ring-opening cascade pathway may synergistically operate, contributing to the high efficiency and regioselectivity of the reaction.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"183 ","pages":"Article 134699"},"PeriodicalIF":2.1,"publicationDate":"2025-05-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144069621","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Photochemical homodimerization as a key step in natural product synthesis 光化学同二聚化是天然产物合成的关键步骤
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-05-08 DOI: 10.1016/j.tet.2025.134706
Ellie F. Plachinski, Tehshik P. Yoon
{"title":"Photochemical homodimerization as a key step in natural product synthesis","authors":"Ellie F. Plachinski,&nbsp;Tehshik P. Yoon","doi":"10.1016/j.tet.2025.134706","DOIUrl":"10.1016/j.tet.2025.134706","url":null,"abstract":"<div><div>Photochemical dimerizations constitute a relatively simple but important class of bimolecular reactions. Nature produces several classes of dimeric natural products, some of which appear to be arise from radical or excited-state coupling reactions that could be photochemically initiated. This review focuses on natural products syntheses that exploit these photochemical dimerization reactions; selected total syntheses are discussed as examples, with particular attention given to the photochemical key step and its stereoselectivity.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"183 ","pages":"Article 134706"},"PeriodicalIF":2.1,"publicationDate":"2025-05-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143936668","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Sulfonylation of 2-haloquinolines with sulfonyl hydrazides in water for accessing 2-sulfonyl quinolines under catalyst-, reductant-, and additive-free conditions 2-卤代喹啉与磺酰肼在水中的磺化反应，在无催化剂、还原剂和添加剂的条件下获得2-磺酰喹啉
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-05-08 DOI: 10.1016/j.tet.2025.134705
Bo-Jie Huo , Yuan-Shuai Wu , Chengping Miao , Xiaocong Zhou , Weiyi Chen , Zhi-Liang Shen
{"title":"Sulfonylation of 2-haloquinolines with sulfonyl hydrazides in water for accessing 2-sulfonyl quinolines under catalyst-, reductant-, and additive-free conditions","authors":"Bo-Jie Huo ,&nbsp;Yuan-Shuai Wu ,&nbsp;Chengping Miao ,&nbsp;Xiaocong Zhou ,&nbsp;Weiyi Chen ,&nbsp;Zhi-Liang Shen","doi":"10.1016/j.tet.2025.134705","DOIUrl":"10.1016/j.tet.2025.134705","url":null,"abstract":"<div><div>A catalyst-, reductant-, and additive-free sulfonylation of 2-haloquinolines with sulfonyl hydrazides in water was successfully realized. The reactions proceeded efficiently with both wide substrate scope and high functional group compatibility, leading to the corresponding 2-sulfonyl quinolines in synthetically useful yields. In addition, the protocol could be subjected to scale-up synthesis and be applied to the late-stage modification of biologically active complex molecules. Especially noteworthy is that analytically pure product could also be conveniently obtained through simple workup involving filtration and washing with alcohol, without resorting to cumbersome solvent extraction and column chromatography.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"183 ","pages":"Article 134705"},"PeriodicalIF":2.1,"publicationDate":"2025-05-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143947008","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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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