Beilstein Journal of Organic Chemistry最新文献

Measuring the stereogenic remoteness in non-central chirality: a stereocontrol connectivity index for asymmetric reactions. 测量非中心手性中的立体性距离：不对称反应的立体控制连通性指标。

IF 2.1 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2025-09-30 eCollection Date: 2025-01-01 DOI: 10.3762/bjoc.21.155

Ivan Keng Wee On, Yu Kun Choo, Sambhav Baid, Ye Zhu

引用次数: 0

Aryl iodane-induced cascade arylation-1,2-silyl shift-heterocyclization of propargylsilanes under copper catalysis. 铜催化下芳基碘诱导丙基硅烷级联芳基化-1,2-硅基移位-杂环化。

IF 2.1 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2025-09-26 eCollection Date: 2025-01-01 DOI: 10.3762/bjoc.21.154

Rasma Kroņkalne, Rūdolfs Beļaunieks, Armands Sebris, Anatoly Mishnev, Māris Turks

引用次数: 0

Photochemical reduction of acylimidazolium salts. 酰基咪唑盐的光化学还原。

IF 2.1 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2025-09-25 eCollection Date: 2025-01-01 DOI: 10.3762/bjoc.21.153

Michael Jakob, Nick Bechler, Hassan Abdelwahab, Fabian Weber, Janos Wasternack, Leonardo Kleebauer, Jan P Götze, Matthew N Hopkinson

引用次数: 0

Asymmetric total synthesis of tricyclic prostaglandin D2 metabolite methyl ester via oxidative radical cyclization. 氧化自由基环化三环前列腺素D2代谢产物甲酯的不对称全合成。

IF 2.1 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2025-09-24 eCollection Date: 2025-01-01 DOI: 10.3762/bjoc.21.152

Miao Xiao, Liuyang Pu, Qiaoli Shang, Lei Zhu, Jun Huang

引用次数: 0

Enantioselective desymmetrization strategy of prochiral 1,3-diols in natural product synthesis. 天然产物合成中前手性1,3-二醇的对映选择性去对称策略。

IF 2.1 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2025-09-18 eCollection Date: 2025-01-01 DOI: 10.3762/bjoc.21.151

Lihua Wei, Rui Yang, Zhifeng Shi, Zhiqiang Ma

引用次数: 0

Rhodium-catalysed connective synthesis of diverse reactive probes bearing S(VI) electrophilic warheads. 承载S（VI）亲电弹头的各种反应探针的铑催化连接合成。

IF 2.1 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2025-09-17 eCollection Date: 2025-01-01 DOI: 10.3762/bjoc.21.150

Scott Rice, Julian Chesti, William R T Mosedale, Megan H Wright, Stephen P Marsden, Terry K Smith, Adam Nelson

{"title":"Rhodium-catalysed connective synthesis of diverse reactive probes bearing S(VI) electrophilic warheads.","authors":"Scott Rice, Julian Chesti, William R T Mosedale, Megan H Wright, Stephen P Marsden, Terry K Smith, Adam Nelson","doi":"10.3762/bjoc.21.150","DOIUrl":"10.3762/bjoc.21.150","url":null,"abstract":"The value of small molecules that chemically modify proteins is increasingly being recognised and utilised in both chemical biology and drug discovery. The discovery of such chemical tools may be enabled by screening diverse sets of reactive probes. Most existing sets of reactive probes are armed with cysteine-directed warheads, a limitation that we sought to address. A connective synthesis was developed in which α-diazoamide substrates, armed with a S(VI) warhead, were reacted with diverse co-substrates. A high-throughput approach was used to identify promising substrate/co-substrate/catalyst combinations which were then prioritised for purification by mass-directed HPLC to yield a total of thirty reactive probes. The structural diversity of the probe set was increased by the multiplicity of reaction types between rhodium carbenoids and the many different co-substrate classes, and the catalyst-driven selectivity between these pathways. The probes were screened for activity against Trypanosma brucei, and four probes with promising anti-trypanosomal activity were identified. Remarkably, the synthetic approach was compatible with building blocks bearing three different S(VI) warheads, enabling the direct connective synthesis of diverse reactive probes armed with non-cysteine-directed warheads. Reactive probes that are synthetically accessible using our approach may be of value in the discovery of small molecule modifiers for investigating and engineering proteins.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"21 ","pages":"1924-1931"},"PeriodicalIF":2.1,"publicationDate":"2025-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12456075/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145136292","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, biological and electrochemical evaluation of glycidyl esters of phosphorus acids as potential anticancer drugs. 磷酸缩水甘油酯作为潜在抗癌药物的合成、生物学和电化学评价。

IF 2.1 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2025-09-15 eCollection Date: 2025-01-01 DOI: 10.3762/bjoc.21.148

Almaz A Zagidullin, Emil R Bulatov, Mikhail N Khrizanforov, Damir R Davletshin, Elvina M Gilyazova, Ivan A Strelkov, Vasily A Miluykov

{"title":"Synthesis, biological and electrochemical evaluation of glycidyl esters of phosphorus acids as potential anticancer drugs.","authors":"Almaz A Zagidullin, Emil R Bulatov, Mikhail N Khrizanforov, Damir R Davletshin, Elvina M Gilyazova, Ivan A Strelkov, Vasily A Miluykov","doi":"10.3762/bjoc.21.148","DOIUrl":"10.3762/bjoc.21.148","url":null,"abstract":"Organophosphorus compounds are important in synthetic organic chemistry and pharmaceutical applications due to their diverse biological activities. In this study, we synthesized three novel glycidyl esters of phosphorus acids 1-3 via the condensation of chlorophosphine oxides or phosphorus oxychloride with glycidol in the presence of a base, obtaining products with high purity and moderate to excellent yields. Their cytotoxic potential was evaluated using the MTT assay on human fibroblasts (HSF), prostate cancer (PC-3), and breast cancer (MCF7) cell lines, revealing moderate preferential cytotoxicity toward cancer cells, particularly in the case of MCF7. Additionally, linear sweep voltammetry (LSV) studies on human serum albumin (HSA) were conducted to investigate their alkylating properties. The electrochemical results suggest that these compounds effectively modify albumin, highlighting their potential as reactive anticancer agents. These findings provide important insights into the synthesis, cytotoxic activity, and biochemical reactivity of glycidyl esters of phosphorus acids, underscoring their potential as lead structures for further development in anticancer drug discovery and pharmaceutical research.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"21 ","pages":"1909-1916"},"PeriodicalIF":2.1,"publicationDate":"2025-09-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12456076/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145136297","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 of N-doped chiral macrocycles by regioselective palladium-catalyzed arylation. 区域选择性钯催化芳基化合成n掺杂手性大环。

IF 2.1 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2025-09-15 eCollection Date: 2025-01-01 DOI: 10.3762/bjoc.21.149

Shuhai Qiu, Junzhi Liu

引用次数: 0

Stereoselective electrochemical intramolecular imino-pinacol reaction: a straightforward entry to enantiopure piperazines. 立体选择电化学分子内亚胺-哌啶醇反应：对映纯哌嗪的直接进入。

IF 2.1 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2025-09-12 eCollection Date: 2025-01-01 DOI: 10.3762/bjoc.21.147

Margherita Gazzotti, Fabrizio Medici, Valerio Chiroli, Laura Raimondi, Sergio Rossi, Maurizio Benaglia

{"title":"Stereoselective electrochemical intramolecular imino-pinacol reaction: a straightforward entry to enantiopure piperazines.","authors":"Margherita Gazzotti, Fabrizio Medici, Valerio Chiroli, Laura Raimondi, Sergio Rossi, Maurizio Benaglia","doi":"10.3762/bjoc.21.147","DOIUrl":"10.3762/bjoc.21.147","url":null,"abstract":"The stereoselective electroreductive intramolecular coupling of chiral diimines of aromatic aldehydes with trans-1,2-diaminocyclohexane for the synthesis of enantiopure tetrasubstituted piperazines has been investigated by an electrochemical approach. The methodology was successfully developed under both batch and continuous flow conditions, and afforded enantiomerically pure products with complete stereoselectivity. Substrates bearing electron-donating or electron-withdrawing groups on the aromatic rings provided good to excellent yields, indicating that both types of substituents are well tolerated under the reaction conditions. Although modest yields were obtained under flow conditions, the continuous process afforded higher productivities and space-time yields than the batch reactions due to a short residence time. This work provides a mild, efficient, and scalable alternative to traditional methods for the synthesis of tetrasubstituted enantiopure piperazines, with potential applications in the preparation of chiral ligands.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"21 ","pages":"1897-1908"},"PeriodicalIF":2.1,"publicationDate":"2025-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12434927/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145074353","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

Preparation of spirocyclic oxindoles by cyclisation of an oxime to a nitrone and dipolar cycloaddition. 用肟环化成硝酮和偶极环加成法制备螺环氧吲哚。

IF 2.1 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2025-09-11 eCollection Date: 2025-01-01 DOI: 10.3762/bjoc.21.146

Beth L Ritchie, Alexandra Longcake, Iain Coldham

引用次数: 0