发布求助
文献互助 智能选刊 最新文献

Beilstein Journal of Organic Chemistry最新文献

筛选
英文 中文
Synthesis and cytotoxicity studies of novel N-arylbenzo[h]quinazolin-2-amines. 新型 N-芳基苯并[h]喹唑啉-2-胺的合成和细胞毒性研究。
IF 2.2 4区 化学
Beilstein Journal of Organic Chemistry Pub Date : 2024-10-14 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.218
Battini Veeraiah, Kishore Ramineni, Dabbugoddu Brahmaiah, Nangunoori Sampath Kumar, Hélène Solhi, Rémy Le Guevel, Chada Raji Reddy, Frédéric Justaud, René Grée
{"title":"Synthesis and cytotoxicity studies of novel <i>N</i>-arylbenzo[<i>h</i>]quinazolin-2-amines.","authors":"Battini Veeraiah, Kishore Ramineni, Dabbugoddu Brahmaiah, Nangunoori Sampath Kumar, Hélène Solhi, Rémy Le Guevel, Chada Raji Reddy, Frédéric Justaud, René Grée","doi":"10.3762/bjoc.20.218","DOIUrl":"https://doi.org/10.3762/bjoc.20.218","url":null,"abstract":"<p><p>In this paper, we report a short and efficient synthesis of novel <i>N</i>-arylbenzo[<i>h</i>]quinazoline-2-amines. We have prepared a focused library of nineteen representative examples which have been submitted to cytotoxicity assays against a representative panel of eight cancer cell lines and several molecules gave attractive results in this area.</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"2592-2598"},"PeriodicalIF":2.2,"publicationDate":"2024-10-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11496704/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142516260","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
Base-promoted cascade recyclization of allomaltol derivatives containing an amide fragment into substituted 3-(1-hydroxyethylidene)tetronic acids. 含有酰胺片段的异麦芽酮醇衍生物在碱促进下级联再生成取代的 3-(1-羟基亚乙基)四酸。
IF 2.2 4区 化学
Beilstein Journal of Organic Chemistry Pub Date : 2024-10-14 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.217
Andrey Nikolaevich Komogortsev, Constantine Vyacheslavovich Milyutin, Boris Valerievich Lichitsky
{"title":"Base-promoted cascade recyclization of allomaltol derivatives containing an amide fragment into substituted 3-(1-hydroxyethylidene)tetronic acids.","authors":"Andrey Nikolaevich Komogortsev, Constantine Vyacheslavovich Milyutin, Boris Valerievich Lichitsky","doi":"10.3762/bjoc.20.217","DOIUrl":"https://doi.org/10.3762/bjoc.20.217","url":null,"abstract":"<p><p>For the first time, recyclization of allomaltol derivatives with an amide fragment in the side chain were investigated. It was shown that the studied process leads to substituted tetronic acids bearing a pyrrolidinone moiety. The application of 1,1'-carbonyldiimidazole and DBU is necessary for implementation of the considered reaction. Based on the performed research a general method for the synthesis of a wide range of (3<i>E</i>,5<i>E</i>)-3-(1-hydroxyethylidene)-5-(5-oxopyrrolidin-2-ylidene)furan-2,4(3<i>H</i>,5<i>H</i>)-diones was elaborated. The advantages of the presented protocol are easily available starting compounds and simple isolation of the target products without chromatographic purification. The synthetic utility of the prepared tetronic acids was demonstrated by further transformations at the hydroxyethylidene fragment. The structures of one obtained tetronic acid and one product of derivatization were confirmed by X-ray analysis.</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"2585-2591"},"PeriodicalIF":2.2,"publicationDate":"2024-10-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11496715/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142493882","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
Transition-metal-free synthesis of arylboronates via thermal generation of aryl radicals from triarylbismuthines in air. 在空气中通过热力从三芳基铋生成芳基自由基的无过渡金属芳基硼酸盐合成。
IF 2.2 4区 化学
Beilstein Journal of Organic Chemistry Pub Date : 2024-10-11 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.216
Yuki Yamamoto, Yuki Konakazawa, Kohsuke Fujiwara, Akiya Ogawa
{"title":"Transition-metal-free synthesis of arylboronates via thermal generation of aryl radicals from triarylbismuthines in air.","authors":"Yuki Yamamoto, Yuki Konakazawa, Kohsuke Fujiwara, Akiya Ogawa","doi":"10.3762/bjoc.20.216","DOIUrl":"https://doi.org/10.3762/bjoc.20.216","url":null,"abstract":"<p><p>A simple and versatile synthesis of arylboronates has been achieved by using triarylbismuthines as aryl radical sources under transition-metal-free and open-air conditions. Conventional methods required photoirradiation or electrolysis to generate aryl radicals from triarylbismuthines. In this study, it was found that simply heating the solution of triarylbismuthines in benzotrifluoride (BTF) in air successfully led to the generation of aryl radicals, and the subsequent reaction with bis(pinacolato)diboron afforded a variety of arylboronates in moderate to good yields.</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"2577-2584"},"PeriodicalIF":2.2,"publicationDate":"2024-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11472659/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142456980","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
Anion-dependent ion-pairing assemblies of triazatriangulenium cation that interferes with stacking structures. 三氮杂三联硒阳离子的离子配对组装依赖于阴离子，会干扰堆叠结构。
IF 2.2 4区 化学
Beilstein Journal of Organic Chemistry Pub Date : 2024-10-10 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.215
Yohei Haketa, Takuma Matsuda, Hiromitsu Maeda
{"title":"Anion-dependent ion-pairing assemblies of triazatriangulenium cation that interferes with stacking structures.","authors":"Yohei Haketa, Takuma Matsuda, Hiromitsu Maeda","doi":"10.3762/bjoc.20.215","DOIUrl":"https://doi.org/10.3762/bjoc.20.215","url":null,"abstract":"<p><p>Ion pairs of <i>N</i>-(2,6-dimethylphenyl)-substituted triazatriangulenium (TATA<sup>+</sup>) cation with various counteranions were synthesized to investigate the interactions for the bulky cation. Single-crystal X-ray analysis of the TATA<sup>+</sup> ion pairs revealed solid-state ion-pairing assemblies without stacking at the cationic π-planes. The TATA<sup>+</sup> cation showed counteranion-dependent assembly structures, with smaller counteranions located at the top of TATA<sup>+</sup> and bulkier counteranions displaced from the TATA<sup>+</sup> plane to interact with the surrounding TATA<sup>+</sup>.</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"2567-2576"},"PeriodicalIF":2.2,"publicationDate":"2024-10-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11472656/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142456979","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
A review of recent advances in electrochemical and photoelectrochemical late-stage functionalization classified by anodic oxidation, cathodic reduction, and paired electrolysis. 通过阳极氧化、阴极还原和配对电解分类，回顾电化学和光电化学后期功能化的最新进展。
IF 2.2 4区 化学
Beilstein Journal of Organic Chemistry Pub Date : 2024-10-09 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.214
Nian Li, Ruzal Sitdikov, Ajit Prabhakar Kale, Joost Steverlynck, Bo Li, Magnus Rueping
{"title":"A review of recent advances in electrochemical and photoelectrochemical late-stage functionalization classified by anodic oxidation, cathodic reduction, and paired electrolysis.","authors":"Nian Li, Ruzal Sitdikov, Ajit Prabhakar Kale, Joost Steverlynck, Bo Li, Magnus Rueping","doi":"10.3762/bjoc.20.214","DOIUrl":"https://doi.org/10.3762/bjoc.20.214","url":null,"abstract":"<p><p>With the resurgence of electrosynthesis in organic chemistry, there is a significant increase in the number of routes available for late-stage functionalization (LSF) of drugs. Electrosynthetic methods, which obviate the need for hazardous chemical oxidants or reductants, offer unprecedented control of reactions through the continuous variation of the applied potential and the possibility of combination with photochemical processes. This capability is a substantial advantage for performing electrochemical or photoelectrochemical LSF. Ultimately, these protocols are poised to become a vital component of the medicinal chemist's toolkit. In this review, we discuss electrochemical protocols that have been demonstrated to be applicable for the LSF of pharmaceutical drugs, their derivatives, and natural substrates. We present and analyze representative examples to illustrate the potential of electrochemistry or photoelectrochemistry for the LSF of valuable molecular scaffolds.</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"2500-2566"},"PeriodicalIF":2.2,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11472660/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142456978","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
Visible-light-mediated flow protocol for Achmatowicz rearrangement. 以可见光为媒介的 Achmatowicz 重排流动方案。
IF 2.2 4区 化学
Beilstein Journal of Organic Chemistry Pub Date : 2024-10-08 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.213
Joachyutharayalu Oja, Sanjeev Kumar, Srihari Pabbaraja
{"title":"Visible-light-mediated flow protocol for Achmatowicz rearrangement.","authors":"Joachyutharayalu Oja, Sanjeev Kumar, Srihari Pabbaraja","doi":"10.3762/bjoc.20.213","DOIUrl":"https://doi.org/10.3762/bjoc.20.213","url":null,"abstract":"<p><p>The batch processes of APIs/pharmaceutical synthesis are prone to suffer significant limitations, including longer process time, shortage of skilled manpower, laborious post-synthetic work-up, etc. To address the inherent limitations of batch processes, a novel approach was undertaken, resulting in the establishment and development of a visible light-assisted modular photo-flow reactor with a seamlessly integrated post-synthetic work-up procedure enabling the efficient synthesis of dihydropyranones from furfuryl alcohols. The reaction uses sun light as green energy source, and the novel photo-flow reactor platform developed with an integrated system enabling a downstream process in a time and labor-efficient manner which facilitates the Achmatowicz rearrangement, resulting in a fast (10 min) formation of the dihydropyranone products.</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"2493-2499"},"PeriodicalIF":2.2,"publicationDate":"2024-10-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11472655/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142456981","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
Machine learning-guided strategies for reaction conditions design and optimization. 以机器学习为指导的反应条件设计和优化策略。
IF 2.2 4区 化学
Beilstein Journal of Organic Chemistry Pub Date : 2024-10-04 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.212
Lung-Yi Chen, Yi-Pei Li
{"title":"Machine learning-guided strategies for reaction conditions design and optimization.","authors":"Lung-Yi Chen, Yi-Pei Li","doi":"10.3762/bjoc.20.212","DOIUrl":"https://doi.org/10.3762/bjoc.20.212","url":null,"abstract":"<p><p>This review surveys the recent advances and challenges in predicting and optimizing reaction conditions using machine learning techniques. The paper emphasizes the importance of acquiring and processing large and diverse datasets of chemical reactions, and the use of both global and local models to guide the design of synthetic processes. Global models exploit the information from comprehensive databases to suggest general reaction conditions for new reactions, while local models fine-tune the specific parameters for a given reaction family to improve yield and selectivity. The paper also identifies the current limitations and opportunities in this field, such as the data quality and availability, and the integration of high-throughput experimentation. The paper demonstrates how the combination of chemical engineering, data science, and ML algorithms can enhance the efficiency and effectiveness of reaction conditions design, and enable novel discoveries in synthetic chemistry.</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"2476-2492"},"PeriodicalIF":2.2,"publicationDate":"2024-10-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11457048/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142387569","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
HFIP as a versatile solvent in resorcin[n]arene synthesis. HFIP 作为合成间苯二酚[n]炔的多功能溶剂。
IF 2.2 4区 化学
Beilstein Journal of Organic Chemistry Pub Date : 2024-10-02 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.211
Hormoz Khosravi, Valeria Stevens, Raúl Hernández Sánchez
{"title":"HFIP as a versatile solvent in resorcin[<i>n</i>]arene synthesis.","authors":"Hormoz Khosravi, Valeria Stevens, Raúl Hernández Sánchez","doi":"10.3762/bjoc.20.211","DOIUrl":"https://doi.org/10.3762/bjoc.20.211","url":null,"abstract":"<p><p>Herein, we present 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as an efficient solvent for synthesizing resorcin[<i>n</i>]arenes in the presence of catalytic amounts of HCl at ambient temperature and within minutes. Remarkably, resorcinols with electron-withdrawing groups and halogens, which are reported in the literature as the most challenging precursors in this cyclization, are tolerated. This method leads to a variety of 2-substituted resorcin[<i>n</i>]arenes in a single synthetic step with isolated yields up to 98%.</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"2469-2475"},"PeriodicalIF":2.2,"publicationDate":"2024-10-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11457071/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142387567","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
Photoredox-catalyzed intramolecular nucleophilic amidation of alkenes with β-lactams. 光氧化催化烯与β-内酰胺的分子内亲核酰胺化反应。
IF 2.2 4区 化学
Beilstein Journal of Organic Chemistry Pub Date : 2024-10-01 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.210
Valentina Giraldi, Giandomenico Magagnano, Daria Giacomini, Pier Giorgio Cozzi, Andrea Gualandi
{"title":"Photoredox-catalyzed intramolecular nucleophilic amidation of alkenes with β-lactams.","authors":"Valentina Giraldi, Giandomenico Magagnano, Daria Giacomini, Pier Giorgio Cozzi, Andrea Gualandi","doi":"10.3762/bjoc.20.210","DOIUrl":"https://doi.org/10.3762/bjoc.20.210","url":null,"abstract":"<p><p>The direct nucleophilic addition of amides to unfunctionalized alkenes via photoredox catalysis represents a facile approach towards functionalized alkylamides. Unfortunately, the scarce nucleophilicity of amides and competitive side reactions limit the utility of this approach. Herein, we report an intramolecular photoredox cyclization of alkenes with β-lactams in the presence of an acridinium photocatalyst. The approach uses an intramolecular nucleophilic addition of the β-lactam nitrogen atom to the radical cation photogenerated in the linked alkene moiety, followed by hydrogen transfer from the hydrogen atom transfer (HAT) catalyst. This process was used to successfully prepare 2-alkylated clavam derivatives.</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"2461-2468"},"PeriodicalIF":2.2,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11457124/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142387570","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
Hypervalent iodine-mediated cyclization of bishomoallylamides to prolinols. 高价碘介导的双烯丙基酰胺环化生成脯氨醇。
IF 2.2 4区 化学
Beilstein Journal of Organic Chemistry Pub Date : 2024-09-30 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.209
Smaher E Butt, Konrad Kepski, Jean-Marc Sotiropoulos, Wesley J Moran
{"title":"Hypervalent iodine-mediated cyclization of bishomoallylamides to prolinols.","authors":"Smaher E Butt, Konrad Kepski, Jean-Marc Sotiropoulos, Wesley J Moran","doi":"10.3762/bjoc.20.209","DOIUrl":"https://doi.org/10.3762/bjoc.20.209","url":null,"abstract":"<p><p>A change in mechanism was observed in the hypervalent iodine-mediated cyclization of <i>N</i>-alkenylamides when the carbon chain between the alkene and the amide increased from two to three atoms. In the latter case, cyclization at the amide nitrogen to form the pyrrolidine ring was favored over cyclization at the amide oxygen. A DFT study was undertaken to rationalize the change in mechanism of this cyclization process. In addition, reaction conditions were developed, and the scope of this cyclization studied.</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"2455-2460"},"PeriodicalIF":2.2,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11457059/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142387568","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
首页 上一页 下一页 尾页
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整，为了账户安全，请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
请完成安全验证×
相关产品
×
本文献相关产品
联系我们：info@booksci.cn Book学术提供免费学术资源搜索服务，方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号：481959085
Book学术官方微信