The synthesis of substituted 2-hydroxy-indolin-3-ones has attracted considerable attention due to the frequent presence of the indole nucleus in numerous natural products and biologically active molecules. Herein, a direct access to 2-hydroxy-indolin-3-ones through copper-catalyzed oxidative intramolecular cyclization of N-(2-acetylphenyl)picolinamide has been developed. This method exhibits good functional group tolerance, atom-economy and avoids the pre-functionalization of substrates.
{"title":"Copper-catalyzed oxidative intramolecular cyclization for the synthesis of 2-hydroxy-indolin-3-ones","authors":"Haojie Ma, Fengyuan Zhou, Yuqi Li, Yuqi Zhang, Guosheng Huang, Xing Yang, Ji-Jiang Wang","doi":"10.1002/adsc.202400493","DOIUrl":"https://doi.org/10.1002/adsc.202400493","url":null,"abstract":"The synthesis of substituted 2-hydroxy-indolin-3-ones has attracted considerable attention due to the frequent presence of the indole nucleus in numerous natural products and biologically active molecules. Herein, a direct access to 2-hydroxy-indolin-3-ones through copper-catalyzed oxidative intramolecular cyclization of N-(2-acetylphenyl)picolinamide has been developed. This method exhibits good functional group tolerance, atom-economy and avoids the pre-functionalization of substrates.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-08-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141918660","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 here report a catalytic strategy to enable the decarboxylative allylic amination of vinyl cyclic carbonates using various aliphatic and nucleophilic amines. The use of a protic medium and chelating diphosphine ligands is a main driver towards chemo-selective allylic amine formation, thereby minimizing undesired ligand-driven complex speciation and aminolysis of the involved substrate. This improved approach amplifies the repertoire of allylic amine synthons that can be prepared from a variety of substrate combinations.
{"title":"Pd-Catalyzed Allylic Substitution using Nucleophilic Amines: Access to Functionalized Mono- and Bis-N-Allyl Synthons","authors":"Fengyun Gao, Debasish Ghorai, Jordi Benet-Buchholz, Arjan Kleij","doi":"10.1002/adsc.202400685","DOIUrl":"https://doi.org/10.1002/adsc.202400685","url":null,"abstract":"We here report a catalytic strategy to enable the decarboxylative allylic amination of vinyl cyclic carbonates using various aliphatic and nucleophilic amines. The use of a protic medium and chelating diphosphine ligands is a main driver towards chemo-selective allylic\u0000amine formation, thereby minimizing undesired ligand-driven complex speciation and aminolysis of the involved substrate. This improved approach amplifies the repertoire of allylic amine synthons that can be prepared from a variety of substrate combinations.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141910558","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 nickel-catalyzed cross-coupling reaction has been developed using two distinct electrophiles: an aryl alkyl selenide and an aryl bromide. The organoselenium compound, due to the lower bond dissociation energy of the C-Se bond, acts as a pseudohalide. This one-pot reaction proceeds by cleaving the C-Se bond, producing the desired biaryls in moderate to good yields. This method has the potential to become a valuable tool in organic synthesis, owing to its substrate scope and scalability. Importantly, the use of commercially available aryl bromides eliminates the handling of pre-formed organomagnesium reagents, enhancing the practicality and applicability of this approach.
{"title":"Nickel-Catalyzed Cross-Coupling of Aryl alkyl Selenides with Aryl Bromides: Cross Coupling between two electrophile","authors":"Sumit Kumar, Shivani Sapra, Brajendra Singh","doi":"10.1002/adsc.202400707","DOIUrl":"https://doi.org/10.1002/adsc.202400707","url":null,"abstract":"A nickel-catalyzed cross-coupling reaction has been developed using two distinct electrophiles: an aryl alkyl selenide and an aryl bromide. The organoselenium compound, due to the lower bond dissociation energy of the C-Se bond, acts as a pseudohalide. This one-pot reaction proceeds by cleaving the C-Se bond, producing the desired biaryls in moderate to good yields. This method has the potential to become a valuable tool in organic synthesis, owing to its substrate scope and scalability. Importantly, the use of commercially available aryl bromides eliminates the handling of pre-formed organomagnesium reagents, enhancing the practicality and applicability of this approach.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141910557","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}
Lin Wang, Xinye Lv, Lei Huang, Yingxue Yang, Xiaomei Ge, Jianguo Zeng, Pi Cheng
Herein, we reported a protocol for direct visible‐light‐mediated decarboxylative aminomethylation of ferulic acid with N‐aryl tetrahydroisoquinolines in air atmosphere. Current protocol uses naturally available ferulic acid as coupling partner, inexpensive organic photocatalyst riboflavin tetraacetate (RFTA) as photocatalyst and molecular oxygen as oxidant, which is suitable for late‐stage functionalization of complex nitrogen‐containing molecules. This methodology was further demonstrated its utility by the protecting‐group‐free semi‐synthesis of natural alkaloids maclekarpine E and assessing the anti‐inflammatory activity of its analogues.
在此,我们报告了一种在可见光介导下,阿魏酸与 N-芳基四氢异喹啉在空气中直接发生脱羧氨基甲基化反应的方法。目前的方案以天然阿魏酸为偶联剂,以廉价的有机光催化剂四乙酸核黄素(RFTA)为光催化剂,以分子氧为氧化剂,适用于复杂含氮分子的后期功能化。通过无保护基半合成天然生物碱马钱子碱 E 及其类似物的抗炎活性评估,进一步证明了该方法的实用性。
{"title":"Decarboxylative Aminomethylation of Ferulic Acids via Visible‐Light‐Promoted Flavin Photocatalysis and its Application in the Synthesis of Anti‐Inflammatory Lead Compounds","authors":"Lin Wang, Xinye Lv, Lei Huang, Yingxue Yang, Xiaomei Ge, Jianguo Zeng, Pi Cheng","doi":"10.1002/adsc.202400596","DOIUrl":"https://doi.org/10.1002/adsc.202400596","url":null,"abstract":"Herein, we reported a protocol for direct visible‐light‐mediated decarboxylative aminomethylation of ferulic acid with N‐aryl tetrahydroisoquinolines in air atmosphere. Current protocol uses naturally available ferulic acid as coupling partner, inexpensive organic photocatalyst riboflavin tetraacetate (RFTA) as photocatalyst and molecular oxygen as oxidant, which is suitable for late‐stage functionalization of complex nitrogen‐containing molecules. This methodology was further demonstrated its utility by the protecting‐group‐free semi‐synthesis of natural alkaloids maclekarpine E and assessing the anti‐inflammatory activity of its analogues.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-08-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141909259","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}
Mingming Zhao, Luyao Wang, Yufeng Zhou, Fenke Guo, Tao Yang, Heng-Ying Xiong, Teng Wang, Guangwu Zhang
Light mediated iodine catalyzed synthesis of enaminones through C‐N bond cleavage has been described. In addition to substituted ynones, diverse substituted acyclic tertiary amines, and cyclic tertiary amines were also reactive under standard conditions. Selected transformations of the coupling adduct demonstrated the latent utility of this protocol. Preliminary mechanistic studies were also conducted.
{"title":"Light‐Induced Iodine‐Catalyzed Dealkylative Synthesis of Enaminones","authors":"Mingming Zhao, Luyao Wang, Yufeng Zhou, Fenke Guo, Tao Yang, Heng-Ying Xiong, Teng Wang, Guangwu Zhang","doi":"10.1002/adsc.202400631","DOIUrl":"https://doi.org/10.1002/adsc.202400631","url":null,"abstract":"Light mediated iodine catalyzed synthesis of enaminones through C‐N bond cleavage has been described. In addition to substituted ynones, diverse substituted acyclic tertiary amines, and cyclic tertiary amines were also reactive under standard conditions. Selected transformations of the coupling adduct demonstrated the latent utility of this protocol. Preliminary mechanistic studies were also conducted.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-08-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141909280","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}
Jarukitt Limwachiranon, Fan Xu, Liru Xu, Zhenzhen Xiong, Yi Han, Yaojie Guo, Nan Zhang, Daniel H Scharf
The biosynthetic pathway for the production of natural products from various species often include a dimerization step which increases the structural variability and range of biological activities. These dimerization reactions are highly interesting for biocatalytic applications. Epipolythiodioxopiperazines (ETPs) are an important class of natural products whose potent bioactivities rely on disulfide bridges. ETPs often carry a transannular disulfide bridge and can be linked through C–C and C–N bonds to form dimers. In this study, we shed light on the mechanism of disulfide formation in the case of the dimeric vertihemiptellides (vhe) produced by the fungus Verticillium hemipterigenum BCC1449. These compounds feature a unique intermolecular disulfide bridge which links two monomers together. Using comparative genomics, we identified the 12-membered vhe gene cluster. In vitro assays, kinetic analysis, and protein mutagenesis, enabled us to characterize VheT, the oxidase catalyzing an intermolecular disulfide bond formation resulting in ETP dimers. We showed that the CxxC motif of VheT plays a crucial role in catalyzing this reaction. VheT is an oxidase linking natural product monomers through intermolecular S–S bridges and could be developed into a biocatalyst for thiol specific dimerization reactions.
{"title":"Enzymatic Dimerization of Fungal Natural Products through Intermolecular Disulfide Bridges","authors":"Jarukitt Limwachiranon, Fan Xu, Liru Xu, Zhenzhen Xiong, Yi Han, Yaojie Guo, Nan Zhang, Daniel H Scharf","doi":"10.1002/adsc.202400671","DOIUrl":"https://doi.org/10.1002/adsc.202400671","url":null,"abstract":"The biosynthetic pathway for the production of natural products from various species often include a dimerization step which increases the structural variability and range of biological activities. These dimerization reactions are highly interesting for biocatalytic applications. Epipolythiodioxopiperazines (ETPs) are an important class of natural products whose potent bioactivities rely on disulfide bridges. ETPs often carry a transannular disulfide bridge and can be linked through C–C and C–N bonds to form dimers. In this study, we shed light on the mechanism of disulfide formation in the case of the dimeric vertihemiptellides (vhe) produced by the fungus Verticillium hemipterigenum BCC1449. These compounds feature a unique intermolecular disulfide bridge which links two monomers together. Using comparative genomics, we identified the 12-membered vhe gene cluster. In vitro assays, kinetic analysis, and protein mutagenesis, enabled us to characterize VheT, the oxidase catalyzing an intermolecular disulfide bond formation resulting in ETP dimers. We showed that the CxxC motif of VheT plays a crucial role in catalyzing this reaction. VheT is an oxidase linking natural product monomers through intermolecular S–S bridges and could be developed into a biocatalyst for thiol specific dimerization reactions.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-08-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141904453","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}
Jia-Yi Gao, Meng-Yan Wei, Xian-Jun Wei, Hong-Yan Bi, Cui Liang, Chun-Hua Chen, Dong-Liang Mo
A variety of α-benzotriazinium ketones were prepared in 38%-89% yields through a copper(II)-catalyzed Chan-Lam reaction and [2,3]-rearrangement in a one pot reaction open to air from N-hydroxybenzotriazin-4-ones and alkenyl boronic acids at room temperature. Experimental results showed that the copper catalyst not only played as cross-coupling catalyst but also served as Lewis acid catalyst to control the chemoselectivity of [2,3]-rearrangement. The reaction tolerated various linear and cyclic disubstituted alkenyl boronic acids. Moreover, α-benzotriazinium ketone could be easily prepared in gram scales. The present method highlights dual roles of copper catalyst and [2,3]-rearrangement of N,O-vinyl moiety.
{"title":"Copper-Catalyzed Chan-Lam Reaction and Sequential [2,3]-Rearrangement to Prepare α-Benzotriazinium Ketones","authors":"Jia-Yi Gao, Meng-Yan Wei, Xian-Jun Wei, Hong-Yan Bi, Cui Liang, Chun-Hua Chen, Dong-Liang Mo","doi":"10.1002/adsc.202400639","DOIUrl":"https://doi.org/10.1002/adsc.202400639","url":null,"abstract":"A variety of α-benzotriazinium ketones were prepared in 38%-89% yields through a copper(II)-catalyzed Chan-Lam reaction and [2,3]-rearrangement in a one pot reaction open to air from N-hydroxybenzotriazin-4-ones and alkenyl boronic acids at room temperature. Experimental results showed that the copper catalyst not only played as cross-coupling catalyst but also served as Lewis acid catalyst to control the chemoselectivity of [2,3]-rearrangement. The reaction tolerated various linear and cyclic disubstituted alkenyl boronic acids. Moreover, α-benzotriazinium ketone could be easily prepared in gram scales. The present method highlights dual roles of copper catalyst and [2,3]-rearrangement of N,O-vinyl moiety.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-08-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141899933","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}
Catalyst‐controlled switchable (4 + 3) and (4 + 2) annulation reactions of Morita–Baylis–Hillman carbonates with benzofuran‐derived azadienes have been established. Employing PCy3 as the catalyst, the reaction could provide a variety of synthetically useful benzofuro[3,2‐b]azepines in good yields (80‐92%) with excellent chemo‐ and regioselectivities via (4 + 3) cycloaddition reactions. Whereas changing the catalyst from PCy3 to DMAP, the chemo‐ and regioselectivities were switched to construct highly substituted spirotetrahydroquinoline scaffolds with three sequential stereocenters containing all‐carbon spiro‐quaternary stereocenters in excellent efficiency and diastereoselectivities (92‐96% yields with all cases > 25:1 dr) via (4 + 2) annulations. In addition, the synthetic utility of this method was further showcased by gram‐scale reactions and synthetic transformations of the product.
{"title":"Lewis Base Controlled (4 + 3) and (4 + 2) Annulations of MBH Carbonates with Benzofuran‐derived Azadienes: Access to Highly Substituted Benzofuro[3,2‐b]azepines and Spirotetrahydroquinolines","authors":"Kai-Kai Wang, Ya-Fei Li, Lan-Xin Li, Wei-Wei Yao, Yan-Li Li, Ran Bi, Feng Li, Xiao-Long He, Rongxiang Chen","doi":"10.1002/adsc.202400712","DOIUrl":"https://doi.org/10.1002/adsc.202400712","url":null,"abstract":"Catalyst‐controlled switchable (4 + 3) and (4 + 2) annulation reactions of Morita–Baylis–Hillman carbonates with benzofuran‐derived azadienes have been established. Employing PCy3 as the catalyst, the reaction could provide a variety of synthetically useful benzofuro[3,2‐b]azepines in good yields (80‐92%) with excellent chemo‐ and regioselectivities via (4 + 3) cycloaddition reactions. Whereas changing the catalyst from PCy3 to DMAP, the chemo‐ and regioselectivities were switched to construct highly substituted spirotetrahydroquinoline scaffolds with three sequential stereocenters containing all‐carbon spiro‐quaternary stereocenters in excellent efficiency and diastereoselectivities (92‐96% yields with all cases > 25:1 dr) via (4 + 2) annulations. In addition, the synthetic utility of this method was further showcased by gram‐scale reactions and synthetic transformations of the product.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-08-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141904601","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}
C–H activation represents an interesting alternative to conventional cross‐coupling methods, avoiding the requirement of additional steps to introduce activating groups. Generally, Pd‐catalyzed reactions have been extensively employed for C–H activation. The high cost and limited availability of resources of Pd have prompted us to explore alternative transition metals. In this context, researchers are turning to Earth Abundant Metals (EAMs) like manganese and iron for their potential in C–H activation.Significant progress has been made in manganese‐catalyzed C–H activation in recent years, showcasing excellent specificity, environmental compatibility, and versatility across different substrates. This review summarizes approximately 50 recent publications highlighting significant advancements in this field from 2020 to 2023.
{"title":"Recent Advances and Prospects in Manganese‐Catalyzed C‐H Activation","authors":"Gopan Anusree, P. S. Devi, Gopinathan Anilkumar","doi":"10.1002/adsc.202400611","DOIUrl":"https://doi.org/10.1002/adsc.202400611","url":null,"abstract":"C–H activation represents an interesting alternative to conventional cross‐coupling methods, avoiding the requirement of additional steps to introduce activating groups. Generally, Pd‐catalyzed reactions have been extensively employed for C–H activation. The high cost and limited availability of resources of Pd have prompted us to explore alternative transition metals. In this context, researchers are turning to Earth Abundant Metals (EAMs) like manganese and iron for their potential in C–H activation.Significant progress has been made in manganese‐catalyzed C–H activation in recent years, showcasing excellent specificity, environmental compatibility, and versatility across different substrates. This review summarizes approximately 50 recent publications highlighting significant advancements in this field from 2020 to 2023.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141899362","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}
Cascade dearomative functionalization is a robust protocol to convert flat arenes into medicinally relevant three-dimensional architectures with added new functionality. Herein, a dearomative cycloaddition protocol for synthesizing tetrahydroquinoline-embedded α-tertiary amine scaffolds has been developed employing quinolinium salts and sulfonyl azides under metal-free conditions. An underexplored and mechanistically distinct pathway is unveiled, creating quaternary-center-bearing amine skeletons by an amine group migration during the transfer hydrogenation and cycloaddition cascade reaction. This approach provided a broad substrate scope of α-tertiary amine scaffolds from a plethora of C3-substituted quinolinium and sulfonyl azides. The post-synthetic modifications have further diversified the α-tertiary amine core into interesting scaffolds. Preliminary mechanistic studies suggested the involvement of aziridine ring formation for the amine migration to the C-3 position of quinoline to generate the α-tertiary amine core.
{"title":"Dearomative Functionalization of Activated Quinolines: Transfer Hydrogenation/Cycloaddition Cascade to Construct α-Tertiary Amines","authors":"Suman Yadav, Ruchir Kant, Malleswara Rao Kuram","doi":"10.1002/adsc.202400770","DOIUrl":"https://doi.org/10.1002/adsc.202400770","url":null,"abstract":"Cascade dearomative functionalization is a robust protocol to convert flat arenes into medicinally relevant three-dimensional architectures with added new functionality. Herein, a dearomative cycloaddition protocol for synthesizing tetrahydroquinoline-embedded α-tertiary amine scaffolds has been developed employing quinolinium salts and sulfonyl azides under metal-free conditions. An underexplored and mechanistically distinct pathway is unveiled, creating quaternary-center-bearing amine skeletons by an amine group migration during the transfer hydrogenation and cycloaddition cascade reaction. This approach provided a broad substrate scope of α-tertiary amine scaffolds from a plethora of C3-substituted quinolinium and sulfonyl azides. The post-synthetic modifications have further diversified the α-tertiary amine core into interesting scaffolds. Preliminary mechanistic studies suggested the involvement of aziridine ring formation for the amine migration to the C-3 position of quinoline to generate the α-tertiary amine core.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141899996","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}