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Selective Hydrogenation Reaction: Utilizing a Microreactor for Continuous Flow Synthesis of Nickel Nanoparticles 选择性氢化反应：利用微反应器连续流合成镍纳米粒子
IF 0.8 4区 化学
Letters in Organic Chemistry Pub Date : 2024-02-27 DOI: 10.2174/0115701786268828240119105533
Vivek Srivastava
{"title":"Selective Hydrogenation Reaction: Utilizing a Microreactor for Continuous Flow Synthesis of Nickel Nanoparticles","authors":"Vivek Srivastava","doi":"10.2174/0115701786268828240119105533","DOIUrl":"https://doi.org/10.2174/0115701786268828240119105533","url":null,"abstract":"Introduction:: In this investigation, we employed a continuous flow reactor to synthesize nickel (Ni) nanoparticles exhibiting uniform size distribution and excellent stability. Our focus centered on exploring the impact of reactant dilution and flow rate on the synthesis process. Result:: It was observed that the optimization of these parameters played a pivotal role in obtaining small-sized Ni nanoparticles. Specifically, we achieved successful synthesis using a solution of 0.00025 M NiCl2·6H2O and 0.002 M NaBH4, with a flow rate of 25 mL/h. The resulting Ni nanoparticles were effectively coated with the CTAB surfactant, as confirmed through thorough analysis using TEM and PSD techniques. Additionally, the interaction between the surfactant and nanoparticles was verified via FTIR analysis. We subjected them to high-pressure alkene hydrogenation to assess the catalytic activity of the synthesized Ni nanoparticles. Method:: Encouragingly, the Ni nanoparticles exhibited excellent performance, producing hydrogenated products with high yields. Moreover, we capitalized on Ni nanoparticles' catalytic effect for synthesizing two natural compounds, brittonin A and dehydrobrittonin A. Remarkably, both compounds were successfully isolated in quantifiable yields. This synthesis protocol boasted several advantages, including low catalyst loading, omission of additives, broad substrate scope, straightforward product separation, and the ability to recover the catalyst up to eight times. In summary, this study effectively showcased the potential of continuous flow reactor technology in synthesizing stable and uniformly distributed nanoparticles. Conclusion:: Additionally, it highlighted the effectiveness of Ni nanoparticles as catalysts in various chemical reactions. The findings from this study hold significant implications for developing more efficient and sustainable chemical synthesis protocols.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"1 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140002511","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Apigenin Bioisosteres: Synthesis and Evaluation of their Antioxidant, Antimicrobial, and Anticancer Activities 芹菜素生物异构体：合成及其抗氧化、抗菌和抗癌活性评估
IF 0.8 4区 化学
Letters in Organic Chemistry Pub Date : 2024-02-27 DOI: 10.2174/0115701786287193240215101054
Juhi Gupta, Kalyani Thombre, Krishna Gupta, Milind Umekar
{"title":"Apigenin Bioisosteres: Synthesis and Evaluation of their Antioxidant, Antimicrobial, and Anticancer Activities","authors":"Juhi Gupta, Kalyani Thombre, Krishna Gupta, Milind Umekar","doi":"10.2174/0115701786287193240215101054","DOIUrl":"https://doi.org/10.2174/0115701786287193240215101054","url":null,"abstract":": A novel series of Apigenin bioisosteres [1(4-chlorophenyl)-3-phenyl prop-2-ene-1-one] non-cyclic derivatives (4a-4c) and [7-hydroxy-2-phenyl-4H-chromen-4-one] cyclic derivatives (9a- 9d) were synthesized. The newly synthesized apigenin bioisosteres were confirmed using UV, IR, NMR, and mass spectroscopic methods. The antioxidant, antibacterial, and anti-cancer activities of all newly synthesized compounds were assessed using the DPPH free radical scavenging capacity, disc diffusion method, and in vitro MTT assay on the human breast cancer MCF-7 cell line. Almost all the synthesized apigenin bioisosteres had greater antioxidant and antimicrobial activity than standard Apigenin. Out of seven compounds (4a-4c and 9a-9d), five compounds were found to exhibit notable antiproliferative activity on the breast cancer cell line (MCF-7), whereas two compounds, 9c and 9d, did not show notable activity. Our analysis suggests that synthesized Apigenin bioisosteres function as prospective antioxidant, antimicrobial, and anticancer agents.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"36 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140002248","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Fireballs-Like Explosive Peroxides Produced by the Brown-rot Fungus 褐腐真菌产生的火球状爆炸性过氧化物
IF 0.8 4区 化学
Letters in Organic Chemistry Pub Date : 2024-02-27 DOI: 10.2174/0115701786267733240215043302
Gerson S. Paiva
{"title":"Fireballs-Like Explosive Peroxides Produced by the Brown-rot Fungus","authors":"Gerson S. Paiva","doi":"10.2174/0115701786267733240215043302","DOIUrl":"https://doi.org/10.2174/0115701786267733240215043302","url":null,"abstract":": Fireballs are unusual and rare phenomena usually associated with thunderstorms, although sometimes they have been observed during earthquakes, volcano eruptions or in fair weather. There are still questions about their origination, features and interaction with the environment. In this work, a new model is shown to explain the formation of fireballs in fair weather from poplar cotton and peroxides produced by brown-rot fungi. Light emission is produced via thermal decomposition of 1,2- dioxetane phenylcoumarane or 1,2-dioxetane monolignol, from lignin inside the poplar fibers. The energy released during the explosive decaying of fireballs was calculated as being about 3 kilojoules for each gram. This value is the same order of magnitude as the estimated for the explosive fireballs decaying.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"36 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140002195","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Recent Advances in Biginelli Reaction using Nanoparticles, Zeolites and Metal Compounds as Catalyst: A Concise Review 使用纳米颗粒、沸石和金属化合物作为催化剂的比吉内利反应的最新进展：简明综述
IF 0.8 4区 化学
Letters in Organic Chemistry Pub Date : 2024-02-22 DOI: 10.2174/0115701786291084240206113913
Bhaktiben R Bhatt, Dr. Bharat C. Dixit, Dr. Vipul B. Kataria, Dr. Ritu B. Dixit, Shaffiq Saiyad
{"title":"Recent Advances in Biginelli Reaction using Nanoparticles, Zeolites and Metal Compounds as Catalyst: A Concise Review","authors":"Bhaktiben R Bhatt, Dr. Bharat C. Dixit, Dr. Vipul B. Kataria, Dr. Ritu B. Dixit, Shaffiq Saiyad","doi":"10.2174/0115701786291084240206113913","DOIUrl":"https://doi.org/10.2174/0115701786291084240206113913","url":null,"abstract":":: The year 1891 is considered as a historic year in chemical science due to the introduction of novel heterocyclic compounds by P. Biginelli. The classical Biginelli reaction offers 3,4- dihydropyrimidin-2(1H)-ones/thiones in occupancy of acids like Broansted and Lewis. Multifaceted Dihydropyrimidones (DHPMs) have gained much importance due to their high biological activities. Several nanoparticles, zeolites and metal compounds are disclosed to improve the yield of this product. This review subsumes the evolution and effectiveness of catalysts. It summarises the main synthetic routes which are known to obtain DHPMs using these catalysts. The majority of these catalysts delivered satisfying catalytic activity which was more than 80% in the vicinity of producing Biginelli adducts. We hope this review article will be useful to researchers in terms of obtaining higher yields in a shorter time using easily available and reusable catalysts.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"3 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139950416","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
A Linear and Stereoselective Approach for the Synthesis of Dapoxetine from Benzaldehyde 从苯甲醛合成达泊西汀的线性和立体选择性方法
IF 0.8 4区 化学
Letters in Organic Chemistry Pub Date : 2024-02-22 DOI: 10.2174/0115701786288732240214102952
Ramakoteswara Rao Chinta, Kumaraswamy Paridala, Vijay Kumar Tulam
{"title":"A Linear and Stereoselective Approach for the Synthesis of Dapoxetine from Benzaldehyde","authors":"Ramakoteswara Rao Chinta, Kumaraswamy Paridala, Vijay Kumar Tulam","doi":"10.2174/0115701786288732240214102952","DOIUrl":"https://doi.org/10.2174/0115701786288732240214102952","url":null,"abstract":": In addition to providing a succinct pathway for the stereoselective synthesis of dapoxetine, a potent SSRI employed in the treatment of premature ejaculation, this study highlights the strategic use of Ellman's sulfinamide as a chiral auxiliary. The key method involves the diastereoselective allylation of (S,E)-N-Benzylidenesulfinamide, resulting in the desired S-configuration critical for the pharmacological activity of dapoxetine. The utilization of readily available benzaldehyde as the starting material and 1-naphthol as a late-stage coupling partner contributes to the economic feasibility of the synthesis. Especially, the linear synthetic approach adopted in this study employs simplified and more efficient protocols for various transformations, culminating in an overall yield of 26%. This research not only presents a practical synthetic route for dapoxetine, but also underscores the importance of cost-effective and streamlined methodologies in drug development processes.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"138 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139956556","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
A Simple and Efficient Path for the Synthesis Antineoplastic Agent (2R,3R,4S,5R)-5-(6-Amino-2-Chloropurin-9-yl)-4-Fluoro-2-(Hydroxymethyl) oxolan-3-ol (Clofarabine) 合成抗肿瘤药物 (2R,3R,4S,5R)-5-(6-氨基-2-氯嘌呤-9-基)-4-氟-2-(羟甲基)氧杂戊环-3-醇（氯法拉滨）的简单高效途径
IF 0.8 4区 化学
Letters in Organic Chemistry Pub Date : 2024-02-22 DOI: 10.2174/0115701786287468240209105224
Laxmi Kumari Nagarapu, Chithaluri Sudhakar, Suresh Babu Namani
{"title":"A Simple and Efficient Path for the Synthesis Antineoplastic Agent (2R,3R,4S,5R)-5-(6-Amino-2-Chloropurin-9-yl)-4-Fluoro-2-(Hydroxymethyl) oxolan-3-ol (Clofarabine)","authors":"Laxmi Kumari Nagarapu, Chithaluri Sudhakar, Suresh Babu Namani","doi":"10.2174/0115701786287468240209105224","DOIUrl":"https://doi.org/10.2174/0115701786287468240209105224","url":null,"abstract":": Clofarabine (1) is an anticancer agent used to treat acute leukemia. This work discloses the efforts to develop a convenient, environmentally benign, and high-yielding synthetic protocol leading to Clofarabine (1). The synthesis includes bromination of 2-deoxy-2-β-fluoro-1,3,5-tri-O-benzoyl-1- α-D-ribofuranose (6), followed by C-N coupling with a 2,6-dichloro purine (4) and selective amination consecutively. The proposed total synthesis comprises five steps to afford an overall yield of 65- 70% with 99.85% purity. The present process provides preparation of Clofarabine (1) using a simple purification process with lesser reaction time, better yield, and purity without using toxic and pyrophoric chemicals.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"35 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139950393","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Catalyst-free Approach to Dihydropyrimidones Using Glycerol/Ethyl Lactate as a Recyclable and Biodegradable Promoting Medium 使用甘油/乳酸乙酯作为可回收和生物降解促进介质的二氢嘧啶酮无催化剂方法
IF 0.8 4区 化学
Letters in Organic Chemistry Pub Date : 2024-02-12 DOI: 10.2174/0115701786277258231218092916
Smriti Kushwaha, Swastika Singh, Jyoti Baranwal, Archana Jyoti
{"title":"Catalyst-free Approach to Dihydropyrimidones Using Glycerol/Ethyl Lactate as a Recyclable and Biodegradable Promoting Medium","authors":"Smriti Kushwaha, Swastika Singh, Jyoti Baranwal, Archana Jyoti","doi":"10.2174/0115701786277258231218092916","DOIUrl":"https://doi.org/10.2174/0115701786277258231218092916","url":null,"abstract":":: A variety of dihydropyrimidone compounds were synthesised using an effective one-pot, multicomponent, environmentally friendly reaction of aromatic aldehydes, urea/thiourea, ethyl acetoacetate, and glycerol/ethyl lactate. To the best of our knowledge, this is the first catalyst-free strategy for the synthesis of this key scaffold with medicinal chemistry applications. Other significant aspects of the current approach consist of the employment of glycerol/ethyl lactate as a biodegradable and environmentally friendly reaction medium-cum-promoter, the use of easily available substrates, moderate reaction conditions, ease of use, a wide substrate scope, a short reaction time, easy workup, and excellent yields, and atom efficiency, which make the disclosed procedure an excellent alternative to existing methods.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"9 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139760849","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Exploring the Supramolecular Features, Computational Studies, and Molecular Docking Studies of a Carbamate Schiff Base 探索氨基甲酸酯席夫碱的超分子特征、计算研究和分子对接研究
IF 0.8 4区 化学
Letters in Organic Chemistry Pub Date : 2024-02-02 DOI: 10.2174/0115701786283444231128061732
Sibel Demir Kanmazalp, Necmi Dege, Nabajyoti Baildya, Suman Adhikari
{"title":"Exploring the Supramolecular Features, Computational Studies, and Molecular Docking Studies of a Carbamate Schiff Base","authors":"Sibel Demir Kanmazalp, Necmi Dege, Nabajyoti Baildya, Suman Adhikari","doi":"10.2174/0115701786283444231128061732","DOIUrl":"https://doi.org/10.2174/0115701786283444231128061732","url":null,"abstract":": In the carbamate Schiff base compound, the molecule is stabilized by intramolecular hydrogen bonding interactions along with π···π stacking and C–H···π contacts that lead to the molecule generating diverse supramolecular architecture. The fingerprint plots associated with Hirshfeld surface analysis indicate that the most important contributions for the crystal packing are from H⋯H/H⋯H (81.8%), H⋯O/O⋯H (7.5%), and H⋯N/N⋯H (1.9%) interactions. Furthermore, a computational study is performed to find the interaction energy between molecular pairs, and a description of the active site of the compound has been included. The study inferred the role of various types of interaction energies in stabilizing the molecular pair. Additionally, the carbamate Schiff base compound was tested as a possible inhibitor for a group of the SARS-CoV-2 proteins employing a molecular docking approach. Papain-like protease (PLpro) was shown to have the highest binding affinities. The carbamate Schiff base compound with PLpro’s docking score falls within the acceptable levels for a hit compound.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"7 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-02-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139664715","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Metal-Free Selective para-Tosyloxylation of N-Arylbenzamides using [Hydroxy( tosyloxy)iodo]benzene 使用[羟基(对甲苯磺酰氧基)碘]苯对 N-芳基苯甲酰胺进行无金属选择性对甲苯磺酰氧基化反应
IF 0.8 4区 化学
Letters in Organic Chemistry Pub Date : 2024-02-02 DOI: 10.2174/0115701786275866231117113843
Neha Rani, Deepak Kumar Aneja, Mayank Kinger, Rinku Soni, Monika Sihag, Sandeep Malik
{"title":"Metal-Free Selective para-Tosyloxylation of N-Arylbenzamides using [Hydroxy( tosyloxy)iodo]benzene","authors":"Neha Rani, Deepak Kumar Aneja, Mayank Kinger, Rinku Soni, Monika Sihag, Sandeep Malik","doi":"10.2174/0115701786275866231117113843","DOIUrl":"https://doi.org/10.2174/0115701786275866231117113843","url":null,"abstract":": An efficient approach for the tosyloxyl group transfer in several N-arylbenzamides has been achieved using HTIB (Koser’s reagent) under mild reaction conditions. Its simplicity, efficiency, and reduced reliance on hazardous reagents make it an attractive choice for chemists seeking sustainable alternatives. The proposed methodology offered single-step para-selective tosyloxylation, ensuring the prevention of the synthesis of mixtures of ortho and meta-isomers. The corresponding products were obtained with moderate to excellent efficiency. The current approach eliminated the need for harsh, acidic, and toxic metals, ensuring safer handling and minimizing environmental impact. A plausible mechanism for tosyloxylation of N-arylbenzamides involving iodonium ylide has been proposed.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"52 1 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-02-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139664592","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Mild and efficient synthesis of para-substituted 2-hydroxymethyl piperazine.... 对位取代的 2-羟甲基哌嗪的温和高效合成....
IF 0.8 4区 化学
Letters in Organic Chemistry Pub Date : 2024-02-02 DOI: 10.2174/0115701786283816240123103232
Zijian Liang, Liyuan Guo, Qian Li, Chunyan Liu, Chao Liu, Shi Wu
{"title":"Mild and efficient synthesis of para-substituted 2-hydroxymethyl piperazine....","authors":"Zijian Liang, Liyuan Guo, Qian Li, Chunyan Liu, Chao Liu, Shi Wu","doi":"10.2174/0115701786283816240123103232","DOIUrl":"https://doi.org/10.2174/0115701786283816240123103232","url":null,"abstract":"Herein, we present a mild and effective synthetic method for preparing para-substituted 2-hydroxymethyl piperazine from serine methyl ester and L-amino acids with residues of different sizes. This synthetic route has several advantages including mild reaction conditions, availability of reagents, non-racemic composition, and the potential for gram-scale synthesis. Notably, the compound (4g) demonstrated excellent yields in our experiments.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"12 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-02-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139664668","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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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